Der Wetzlarer Dom - ein Haus für zwei Konfessionen: eine der ältesten Simultankirchen Deutschlands
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Format: | Buch |
Sprache: | German |
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Tectum Verlag
[2017]
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Beschreibung: | XII, 131 Seiten Illustrationen 22 cm |
ISBN: | 9783828834279 |
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Datensatz im Suchindex
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adam_text | IMAGE 1
SCIENCE OF SYNTHESIS
KNOWLEDGE UPDATES 2010/4
XVII
PREFACE V
ABSTRACTS VII
TABLE OF CONTENTS XIX
2.4.12 ARENE ORGANOMETALLIC COMPLEXES OF CHROMIUM, MOLYBDENUM, AND
TUNGSTEN (UPDATE 2010) M. UEMURA 1
4.4.26.7 1 -DIAZO-1 -SILYLALKANES (UPDATE 2010) Y. HARI, T. AOYAMA, AND
T. SHIOIRI 25
7.1 .2.44 ALUMINUM HYDRIDES (UPDATE 2010) H. NAKA AND S. SAITO 69
7.1 .3.18 ALUMINUM HALIDES (UPDATE 2010) H. NAKA AND S. SAITO 79
7.1.9.11 TRIORGANOALUMINUM COMPOUNDS (UPDATE 2010) M. OISHI AND H.
TAKIKAWA 93
7.2.8 GALLIUM COMPOUNDS (UPDATE 2010)
M. YAMAGUCHI 113
7.3 PRODUCT CLASS 3: INDIUM COMPOUNDS
S. ARAKI AND T. HIRASHITA 125
7.9.5 BARIUM COMPOUNDS (UPDATE 2010)
A. YANAGISAWA 195
8.1 .28 THE CATALYTIC USE OF LITHIUM COMPOUNDS FOR BOND FORMATION S.
MATSUNAGA 209
8.2.16 THE CATALYTIC USE OF SODIUM COMPOUNDS FOR BOND FORMATION T.ARAI
223
1 E.8.5 PYRIDAZINES (UPDATE 2010)
J.ZHANG 237
20.2.1.8.13 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL CROUP (UPDATE 1 ,
2010) C. LANDELLE AND J.-F. PAQUIN 277
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1007652365
DIGITALISIERT DURCH
IMAGE 2
XVIII OVERVIEW
20.2.1.8.14 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL CROUP (UPDATE
2,2010) J. L. GLEASON AND E. A. TIONG 283
21.15 PRODUCT CLASS 15: POLYAMIDES T. HIGASHIHARA AND M. UEDA 301
27.13.3 NITRONES AND CYCLIC ANALOGUES (UPDATE 2010) P. MERINO 325
40.1.1.1.2 REDUCTIVE AMINATION OF CARBONYL COMPOUNDS
P. MARGARETHA 405
AUTHOR INDEX 443
ABBREVIATIONS 469
IMAGE 3
XIX
TABLE OF CONTENTS
VOLUME 2: COMPOUNDS OF GROUPS 7-3 ( M N -, CR-, V-, TI-, SE-, LA-,
AC)
2.4 PRODUCT CLASS 4: ARENE ORGANOMETALIIC COMPLEXES OF CHROMIUM,
MOLYBDENUM, AND TUNGSTEN
2.4.12 ARENE ORGANOMETALIIC COMPLEXES OF CHROMIUM, MOLYBDENUM, AND
TUNGSTEN
M. UEMURA
2.4.12 ARENE ORGANOMETALIIC COMPLEXES OF CHROMIUM, MOLYBDENUM, AND TUNG-
STEN 1
2.4.12.1 METHOD 1: SYNTHESIS OFTRICARBONYLMETAL-ARENE COMPLEXES BY ARENE
MODIFICATION 1
2.4.12.1.1 VARIATION 1: VIA NUCLEOPHILIC SUBSTITUTION 1
2.4.12.1.2 VARIATION 2: UNDER THERMAL CONDITIONS; CHROMIUM MIGRATION 3
2.4.12.2 METHOD 2: SYNTHESIS OF TRICARBONYLMETAL-ARENE COMPLEXES BY
SIDE- CHAIN MODIFICATION 7
2.4.12.2.1 VARIATION 1: VIA CYCLOADDITION 7
2.4.12.2.2 VARIATION 2: VIA RADICAL COUPLING 8
2.4.12.3 METHOD 3: SYNTHESIS OF OPTICALLY ACTIVE ARENE COMPLEXES 14
2.4.12.3.1 VARIATION 1 : DIASTEREO- AND ENANTIOSELECTIVE
LITHIATION-ELECTROPHILIC ADDI- TION REACTIONS 15
2.4.12.3.2 VARIATION 2: PALLADIUM-CATALYZED REACTIONS; CATALYTIC
ASYMMETRIC SYN- THESIS 17
2.4.12.4 METHOD 4: (ARENE)TRICARBONYLCHROMIUM(O) COMPLEXES AS CATALYSTS
19
2.4.12.5 METHOD 5: (ARENEJTRICARBONYLCHROMIURR^O) COMPLEXES AS CHIRAL
LIGANDS * 20
VOLUME 4:
COMPOUNDS OF GROUP 15 (AS, SB, BI) AND SILICON COM- POUNDS
4.4 PRODUCT CLASS 4: SILICON COMPOUNDS
4.4.26.7 1-DIAZO-1-SILYLALKANES
Y. HARI, T. AOYAMA, AND T. SHIOIRI
4.4.26.7 1-DIAZO-1-SILYLALKANES 25
4.4.26.7.1 SYNTHESIS OF 1-DIAZO-1-SILYLALKANES 25
4.4.26.7.1.1 METHOD 1: SYNTHESIS OF 1-DIAZO-1-SILYLALKANES FROM
DIAZOACETATES 25
IMAGE 4
XX
TABLE OF CONTENTS
4.4.26.7.1.2 METHOD 2: REACTION OF METALATED
DIAZO(TRIMETHYLSILYL)METHANE WITH ELECTROPHILES 27
4.4.26.7.1.2.1 VARIATION 1: HYDROXYALKYLATION OF
DIAZO(TRIMETHYLSILYL)METHANE 27 4.4.26.7.1.2.2 VARIATION 2: BORYLATION
OF DIAZO(TRIMETHYLSILYL)METHANE 28
4.4.26.7.1.2.3 VARIATION 3: SULFIDATION OF DIAZO(TRIMETHYLSILYL)METHANE
28
4.4.26.7.1.2.4 VARIATION 4: PHOSPHINYLATION OF
DIAZO(TRIMETHYLSILYL)METHANE 28
4.4.26.7.2 APPLICATIONS OF 1-DIAZO-1-SILYLALKANES 29
4.4.26.7.2.1 METHOD 1 : DIAZO(TRIMETHYLSILYL)METHANE AS A ONE-CARBON
UNIT 30 4.4.26.7.2.2 METHOD 2: DIAZO(TRIMETHYLSILYL)METHANE AS A C-N-N
UNIT 45
4.4.26.7.2.3 METHOD 3: APPLICATIONS OF DIAZO(TRIMETHYLSILYL)METHANE IN
THE GENERA- TION OF ALKYLIDENE CARBENES 48
4.4.26.7.2.4 METHOD 4: APPLICATIONS OF
2-DIAZO-2-(TRIMETHYLSILYL)ETHANOLS 57 4.4.26.7.2.5 METHOD 5:
APPLICATIONS OF DIAZO(SILYL)ACETATES 60
4.4.26.7.2.6 METHOD 6: APPLICATIONS OF DIAZO(SILYL)METHYL KETONES 64
VOLUME 7:
COMPOUNDS OF GROUPS 13 AND 2 (AI, GA, IN, TI, BE-BA)
7.1 PRODUCT CLASS 1 : ALUMINUM COMPOUNDS
7.1.2.44 ALUMINUM HYDRIDES H. NAKA AND S. SAITO
7.1.2.44 ALUMINUM HYDRIDES 69
7.1.2.44.1 METHOD 1: AMINE-AND AMIDE-ALUMINATE COMPLEXES PREPARED FROM
LITHIUM ALUMINUM HYDRIDE AND AMINES 69
7.1.2.44.2 METHOD 2: SODIUM BIS(2-METHOXYETHOXY)ALUMINUM HYDRIDE 69
7.1.2.44.3 METHOD 3: SODIUM BIS(2-METHOXYETHOXY)ALUMINUM HYDRIDE WITH
PYRRO- LIDINE AND POTASSIUM TERT-BUTOXIDE 70
7.1.2.44.4 METHOD 4: DIISOBUTYLALUMINUM HYDRIDE WITH METAL ALKOXIDES 72
7.1.2.44.5 METHOD 5: DIISOBUTYLALUMINUM HYDRIDE WITH LITHIUM AMIDES 72
7.1.2.44.6 METHOD 6: DIISOBUTYLALUMINUM HYDRIDE WITH NICKEL COMPOUNDS 73
7.1.2.44.7 METHOD 7: TRIVALENT ALUMINUM TRIHYDRIDE-AMINE COMPLEXES 76
7.1.3.18 ALUMINUM HALIDES H. NAKA AND S. SAITO
7.1.3.18 ALUMINUM HALIDES 79
7.1.3.18.1 METHOD 1: ALUMINUM HALIDES WITH AMINO LIGANDS 79
7.1.3.18.2 METHOD 2: ALUMINUM HALIDES WITH CHIRAL ALKOXIDE LIGANDS 81
7.1.3.18.3 METHOD 3: ALUMINUM HALIDES COORDINATED WITH THIOLS OR
SULFIDES 88 7.1.3.18.4 METHOD 4: ALUMINUM HALIDES WITH ONIUM SALTS 88
7.1.3.18.5 METHOD 5: ALUMINUM BROMIDE WITH ORGANOSILICON HALIDES 89
7.1.3.18.6 METHOD 6: ALUMINUM TRIIODIDE 90
IMAGE 5
TABLE OF CONTENTS
XXI
7.1.9.11 TRIORGANOALUMINUM COMPOUNDS M. OISHI AND H. TAKIKAWA
7.1.9.11 TRIORGANOALUMINUM COMPOUNDS 93
7.1.9.11.1 METHOD 1: APPLICATIONS IN ADDITION TO C-C MULTIPLE BONDS 93
7.1.9.11.1.1 VARIATION 1: CARBOALUMINATION OF ALKENESAND ALKYNES 93
7.1.9.11.1.2 VARIATION2: CONJUGATE ADDITION 97
7.1.9.11.2 METHOD 2: APPLICATIONS IN ADDITION REACTIONS TO
CARBON-HETEROATOM MULTIPLE BONDS 102
7.1.9.11.2.1 VARIATIONI: REACTION WITH CARBONYL SUBSTRATES 102
7.1.9.11.3 METHOD 3: APPLICATIONS IN ACTIVATION OF INERT CHEMICAL BONDS
104
7.1.9.11.3.1 VARIATIONI: ALKYLATIVE DEFLUORINATION 104
7.1.9.11.3.2 VARIATION 2: CARBON-HYDROGEN BOND ACTIVATION 107
7.2
7.2.8
7.2.8
7.2.8.1
7.2.8.2
7.2.8.3
7.2.8.4
7.2.8.5
7.2.8.6
7.2.8.7
7.3
7.3
7.3.1
7.3.1.1
7.3.1.1.1
7.3.1.1.2
7.3.1.1.3
7.3.1.2
7.3.1.2.1
7.3.1.2.2
7.3.1.3
PRODUCT CLASS 2: GALLIUM COMPOUNDS
GALLIUM COMPOUNDS M. YAMAGUCHI
GALLIUM COMPOUNDS 113
METHOD 1 : SYNTHESIS OF ORGANOGALLIUM(LLL) COMPLEXES CONTAINING GAL-
LIUM-GALLIUM BONDS 113
METHOD 2: SYNTHESIS OF ORGANOGALLIUM COMPLEXES CONTAINING A BOND BETWEEN
GALLIUM AND A TRANSITION METAL 114
METHOD 3: SYNTHESIS OF ORGANOGALLIUM(LLL) HALIDES 115
METHOD 4: SYNTHESIS OF ORGANOGALLIUM(LLL) COMPLEXES CONTAINING A BOND
BETWEEN GALLIUM AND A GROUP 16 ELEMENT 116
METHOD 5: SYNTHESIS OF ORGANOGALLIUM(LLL) COMPLEXES CONTAINING A BOND
BETWEEN GALLIUM AND A GROUP 15 ELEMENT 117
METHOD 6: SYNTHESIS OF TRIORGANOGALLIUM(LLL) COMPLEXES 119
METHOD 7: SYNTHESIS OF ORGANOGALLIUM(L) COMPLEXES 120
PRODUCT CLASS 3: INDIUM COMPOUNDS S. ARAKI AND T. HIRASHITA
PRODUCT CLASS 3: INDIUM COMPOUNDS 125
PRODUCT SUBCLASS 1 : ALLYLIC INDIUM COMPLEXES 1 25
SYNTHESIS OF PRODUCT SUBCLASS 1 126
METHOD 1: ADDITION OF INDIUM METAL TO ALLYLIC HALIDES 126
VARIATIONI: IN IONIC LIQUIDS 126
VARIATION 2: ALLYLIC INDIUM COMPLEX FROM 4-BROMOBUTA-1,2-DIENE 126
VARIATION 3: ALLYLIC DIINDIUM COMPLEX 127
METHOD 2: REACTION OF INDIUM(L) SALTS WITH ALLYLIC COMPOUNDS 127
VARIATIONI: REACTION OF ALLYLBORONATES WITH CATALYTIC INDIUM(L) IODIDE
*** 128 VARIATION 2: ELECTROCHEMICAL PROCESSES 128
METHOD 3: TRANSMETALATION FROM ALLYLIC STANNANES TO INDIUM(LLL) CHLORIDE
129
IMAGE 6
XXII TABLE OF CONTENTS
7.3.1.4 METHOD 4: TRANSMETALATION FROM N-ALLYLPALLADIUM AND
JT-ALLYLNICKEL COMPLEXES 130
7.3.1.4.1 VARIATIONI: TRANSMETALATION FROM JT-ALLYLPALLADIUM COMPLEXES
130
7.3.1.4.2 VARIATION 2: TRANSMETALATION FROM JT-ALLYLNICKEL COMPLEXES 132
7.3.1.5 METHOD 5: HYDROINDATION OF 1,3-DIENES 133
APPLICATIONS OF PRODUCT SUBCLASS 1 IN ORGANIC SYNTHESIS 134
7.3.1.6 METHOD 6: REGIOSELECTIVE ALLYLATION OF CARBONYL COMPOUNDS 134
7.3.1.7 METHOD 7: DIASTEREOSELECTIVE ALLYLATION OF CARBONYL COMPOUNDS
135
7.3.1.7.1 VARIATIONI: ALLYLATION OF ALDEHYDES BEARING COORDINATIVE
SUBSTITUENTS *** 136 7.3.1.7.2 VARIATION 2: ALLYLATION WITH ALLYLINDIUM
BEARING COORDINATIVE SUBSTITUENTS- 137 7.3.1.8 METHOD 8:
ENANTIOSELECTIVE ALLYLATION OF CARBONYL COMPOUNDS 138
7.3.1.9 METHOD 9: ALLYLATION OF IMINES 139
7.3.1.9.1 VARIATIONI: DIASTEREOSELECTIVE ALLYLATION 139
7.3.1.9.2 VARIATION 2: ENANTIOSELECTIVE ALLYLATION 139
7.3.1.10 METHODIO: CARBOINDATION OF CARBON-CARBON MULTIPLE BONDS 140
7.3.1.11 METHOD 11: CROSS-COUPLING REACTION 142
7.3.1.12 METHOD 12: PHOTOLYTIC RADICAL REACTION 142
7.3.2 PRODUCT SUBCLASS 2: PROPARGYLIC/ALLENYLIC INDIUM COMPLEXES 143
SYNTHESIS OF PRODUCT SUBCLASS 2 143
7.3.2.1 METHOD 1: ADDITION OF INDIUM METAL TO PROPARGYLIC HALIDES 143
7.3.2.2 METHOD 2: INSERTION OF INDIUM(L) HALIDE INTO PROPARGYLIC HALIDES
144
7.3.2.3 METHOD 3: TRANSMETALATION FROM ORGANOPALLADIUM COMPLEXES 144
APPLICATIONS OF PRODUCT SUBCLASS 2 IN ORGANIC SYNTHESIS 145
7.3.2.4 METHOD 4: ADDITION TO CARBONYL AND IMINE COMPOUNDS 145
7.3.2.5 METHOD 5: COUPLING REACTION 146
7.3.3 PRODUCT SUBCLASS 3: INDIUM ENOLATES 147
SYNTHESIS OF PRODUCT SUBCLASS 3 147
7.3.3.1 METHOD 1 : INSERTION OF INDIUM METAL OR INDIUM(L) HALIDES INTO
A-HALO ES- TERS 147
APPLICATIONS OF PRODUCT SUBCLASS 3 IN ORGANIC SYNTHESIS 147
73.3.2 METHOD 2: REFORMATSKY-TYPE REACTIONS 147
7.3.3.3 METHOD 3: 1,4-ADDITION 148
7.3.4 PRODUCT SUBCLASS 4: ARYLINDIUM(LLL) COMPLEXES 148
SYNTHESIS OF PRODUCT SUBCLASS 4 148
7.3.4.1 METHOD 1: TRANSMETALATION 148
7.3.4.2 METHOD 2: INSERTION OF INDIUM METAL INTO ARYL IODIDES 148
APPLICATIONS OF PRODUCT SUBCLASS 4 IN ORGANIC SYNTHESIS 149
7.3.4.3 METHOD 3: NUCLEOPHILIC SUBSTITUTION 149
7.3.4.4 METHOD 4: CROSS-COUPLING REACTIONS 150
7.3.4.4.1 VARIATION 1 : PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS 150
7.3.4.4.2 VARIATION 2: COPPER-CATALYZED THREE-COMPONENT COUPLING
REACTIONS - 151
IMAGE 7
TABLE OF CONTENTS XXIII
7.3.5 PRODUCT SUBCLASS 5: ALKY I- AND ALKENYLINDIUM(LLL) COMPLEXES 152
SYNTHESIS OF PRODUCT SUBCLASS 5 152
7.3.5.1 METHOD 1 : TRANSMETALATION 152
7.3.5.2 METHOD 2: ALKENYLINDIUM VIA HYDROINDATION 152
APPLICATIONS OF PRODUCT SUBCLASS 5 IN ORGANIC SYNTHESIS 152
7.3.5.3 METHOD 3: ALLYLIC SUBSTITUTION 152
7.3.5.4 METHOD 4: CROSS-COUPLING REACTIONS 153
7.3.5.4.1 VARIATIONI: CROSS COUPLING WITH HALIDES OR PSEUDOHALIDES 153
7.3.5.4.2 VARIATION 2: CARBONYLATIVE CROSS-COUPLING REACTION 154
7.3.5.4.3 VARIATION 3: RADICAL COUPLING REACTION 154
7.3.6 PRODUCT SUBCLASS 6: TETRAORGANOINDATES 155
SYNTHESIS OF PRODUCT SUBCLASS 6 155
7.3.6.1 METHOD 1 : REACTION OF INDIUM HALIDES WITH ORGANOLITHIUM OR
GRIGNARD
REAGENTS 155
APPLICATIONS OF PRODUCT SUBCLASS 6 IN ORGANIC SYNTHESIS 155
7.3.6.2 METHOD 2: ALLYLIC SUBSTITUTION 155
7.3.6.3 METHOD 3: ! RING OPENING OF EPOXIDES 156
7.3.6.4 METHOD 4: CROSS-COUPLING REACTIONS 156
7.3.7 PRODUCT SUBCLASS 7: INDIUM(LLL) CHLORIDE 157
APPLICATIONS OF PRODUCT SUBCLASS 7 IN ORGANIC SYNTHESIS 158
7.3.7.1 METHOD 1: ALLYLATION AND ALKYLATION 158
7.3.7.1.1 VARIATIONI: ALLYLATION AND ALKENYLATION WITH ORGANOSILANES 158
7.3.7.1.2 VARIATION 2: SAKURAI-HOSOMI-TYPE ALLYLATION 158
7.3.7.1.3 VARIATION 3: ALKYLATION OF 1,3-DICARBONYL COMPOUNDS 159
7.3.7.2 METHOD 2: CYCLOADDITION REACTIONS 160
7.3.7.2.1 VARIATIONI: ENANTIOSELECTIVEDIELS-ALDERREACTION 160
7.3.7.2.2 VARIATION 2: KETONE-ENE REACTION 160
7.3.7.3 METHOD 3: PRINS-TYPE REACTIONS 160
7.3.7.4 METHOD 4: MUKAIYAMA ALDOL REACTION 161
7.3.7.5 METHOD 5: MANNICH-TYPE REACTION 162
7.3.7.6 METHOD 6: FRIEDEL-CRAFTS REACTION 162
7.3.7.7 METHOD 7: INTRAMOLECULAR CYCLIZATION 163
7.3.7.8 METHOD8: REDUCTION 164
7.3.7.9 METHOD 9: CHLORINATION OF ALCOHOLS 165
7.3.8 PRODUCT SUBCLASS 8: INDIUM(LLL) BROMIDE 165
APPLICATIONS OF PRODUCT SUBCLASS 8 IN ORGANIC SYNTHESIS 166
7.3.8.1 METHOD 1 : REDUCTIVE ALDOL REACTION 166
7.3.8.2 METHOD 2: FRIEDEL-CRAFTS ACYLATION OF ARENES 166
7.3.8.3 METHOD 3: ACTIVATION OF SILYL ENOLATES 167
7.3.8.3.1 VARIATION 1 : ADDITION/COUPLING WITH ALKYNES 167
7.3.8.3.2 VARIATION 2: ALKYLATION BY ALKYL CHLORIDES 167
7.3.8.4 METHOD 4: CARBONYL ALKYNYLATION 168
IMAGE 8
XXIV
TABLE OF CONTENTS
7.3.8.5 METHOD 5: INTRAMOLECULAR CYCLIZATION 168
7.3.8.5.1 VARIATIONI: INDOLESYNTHESIS 168
7.3.8.5.2 VARIATION 2: INTRAMOLECULAR MICHAEL ADDITION 169
7.3.9 PRODUCT SUBCLASS 9: INDIUM(LLL) IODIDE 169
SYNTHESIS OF PRODUCT SUBCLASS 9 170
7.3.9.1 METHOD 1: REACTION OF INDIUM METAL WITH IODINE 170
APPLICATIONS OF PRODUCT SUBCLASS 9 IN ORGANIC SYNTHESIS 170
7.3.9.2 METHOD 2: A-ALKYLATION OF CARBONYL COMPOUNDS 170
7.3.9.3 METHOD 3: STRECKER REACTION 171
7.3.9.4 METHOD 4: TRANSESTERIFICATION 171
7.3.9.5 METHOD 5: ALLYLATION OF KETONES 172
7.3.9.6 METHOD 6: RING OPENING OF AZIRIDINES 172
7.3.10 PRODUCT SUBCLASS 10: LNDIUM(LLL)TRIFLUOROMETHANESULFONATE 173
APPLICATIONS OF PRODUCT SUBCLASS 10 IN ORGANIC SYNTHESIS 173
7.3.10.1 METHOD 1: ALLYLATION 173
7.3.10.1.1 VARIATIONI: ALLYLATION OF KETONES AND IMINES 173
73.10.1.2 VARIATION 2: ENANTIOSELECTIVE ALLYLATION 174
73.10.2 METHOD 2: REACTION OF ALKYNES 175
73.10.2.1 VARIATION 1 : ADDITION OF SS-DICARBONYL COMPOUNDS TO
UNACTIVATED ALKYNES 175 73.10.2.2 VARIATION 2: ASYMMETRIC ADDITION OF
ENAMINES TO ALKYNES 176
73.10.2.3 VARIATION 3: CONIA-ENE REACTION 177
73.10.3 METHOD 3: REARRANGEMENT 178
73.10.4 METHOD 4: DIELS-ALDER REACTION 178
73.10.5 METHOD 5: RETRO-CLAISEN CONDENSATION 179
73.10.6 METHOD 6: CYCLOADDITION 180
73.10.7 METHOD 7: CARBONYL-ENE REACTION 180
7.3.11 PRODUCT SUBCLASS 11: LNDIUM(LLL)TRIFLUOROMETHANESULFONIMIDE 181
APPLICATIONS OF PRODUCT SUBCLASS 11 IN ORGANIC SYNTHESIS 181
7.3.11.1 METHOD 1: ADDITION OF 1,3-DICARBONYL COMPOUNDS TO ALKYNES 181
7.3.11.2 METHOD 2: ALKYLATION OF PYRROLES 182
7.3.12 PRODUCT SUBCLASS 12: INDIUM(L) IODIDE 183
SYNTHESIS OF PRODUCT SUBCLASS 12 183
7.3.12.1 METHOD 1: REACTION OF INDIUM METAL WITH IODINE 183
APPLICATIONS OF PRODUCT SUBCLASS 12 IN ORGANIC SYNTHESIS 183
7.3.12.2 METHOD 2: CLEAVAGE OF DISELENIDES AND DISULFIDES 183
7.3.12.2.1 VARIATION 1 : SYNTHESIS OF UNSYMMETRICAL DIORGANYL SELENIDES
AND RELATED COMPOUNDS 183
7.3.12.2.2 VARIATION 2: SYNTHESIS OF VINYL SELENIDES 184
7.3.12.2.3 VARIATION 3: AZIRIDINE RING OPENING 184
7.3.13 PRODUCT SUBCLASS 13: ZEROVALENT INDIUM 184
APPLICATIONS OF PRODUCT SUBCLASS 13 IN ORGANIC SYNTHESIS 185
IMAGE 9
TABLE OF CONTENTS
XXV
7.3.13.1 METHOD 1: REDUCTION 185
7.3.13.1.1 VARIATIONI: REDUCTION OF CONJUGATED ALKENES 185
7.3.13.1.2 VARIATION 2: REDUCTION OF NITRO AND A/-OXIDE GROUPS AND
HYDROXYLAMINES * 185 73.13.2 METHOD 2: RADICAL REACTION 186
73.13.2.1 VARIATIONI: INTERMOLECULARREACTION 186
7.3.13.2.2 VARIATION 2: INTRAMOLECULAR REACTION 186
7.3.13.3 METHOD 3: ELIMINATION 189
7.9 PRODUCT CLASS 9: BARIUM COMPOUNDS
7.9.5 BARIUM COMPOUNDS
A. YANAGISAWA
7.9.5 BARIUM COMPOUNDS 1 95
7.9.5.1 APPLICATIONS OF BARIUM IN ORGANIC SYNTHESIS 195
7.9.5.1.1 METHOD 1: REACTIONS OF PROPARGYLIC BROMIDES WITH CARBONYL
COMPOUNDS 195 7.9.5.1.2 METHOD 2: REACTIONS OF PROPARGYLIC BROMIDES WITH
IMINES 196
7.9.5.1.3 METHOD 3: REACTIONS OF A-CHLORO KETONES WITH ALDEHYDES 197
7.9.5.2 APPLICATIONS OF BARIUM HYDRIDE IN ORGANIC SYNTHESIS 198
7.9.5.2.1 METHOD 1: HOMOCOUPLING OF ENONES 198
7.9.5.2.1.1 VARIATIONI: CROSS COUPLING OF ENONES 199
7.9.5.3 APPLICATIONS OF BARIUM ALKOXIDES IN ORGANIC SYNTHESIS 200
7.9.5.3.1 METHOD 1 : REACTIONS OF KETONES WITH ALDEHYDES 200
7.9.5.3.1.1 VARIATIONI: REACTIONS OF KETONES WITH ENONES 201
7.9.5.3.2 METHOD 2: ALDOL REACTIONS 202
7.9.5.3.3 METHOD 3: MANNICH-TYPE REACTIONS 204
7.9.5.3.4 METHOD 4: DIELS-ALDER-TYPE REACTIONS 206
VOLUME 8:
COMPOUNDS OF GROUP 1 (LI-CS)
8.1 PRODUCT CLASS 1 : LITHIUM COMPOUNDS
8.1.28 THE CATALYTIC USE OF LITHIUM COMPOUNDS FOR BOND FORMATION S.
MATSUNAGA
8.1.28 THE CATALYTIC USE OF LITHIUM COMPOUNDS FOR BOND FORMATION 209
8.1.28.1 LITHIUM ACETATE AND RELATED COMPOUNDS AS LEWIS BASE CATALYSTS
209
8.1.28.1.1 METHOD 1: CATALYTIC C-C BOND FORMATION OF SILYL ENOLATES 209
8.1.28.2 USE OF LITHIUM ARYLOXIDES AS BRANSTED BASE CATALYSTS 211
8.1.28.2.1 METHOD 1 : CATALYTIC C-C BOND FORMATION VIA IN SITU ENOLATE
GENERATION 211
8.1.28.3 USE OF LITHIUM BINAPHTHOLATES AS CHIRAL CATALYSTS 213
IMAGE 10
XXVI
TABLE OF CONTENTS
8.1.28.3.1 METHOD 1: CATALYTIC ASYMMETRIC CYANATION REACTIONS 213
8.1.28.3.2 METHOD 2: CATALYTIC ASYMMETRIC MANNICH-TYPE REACTIONS 215
8.1.28.3.3 METHOD 3: CATALYTIC ASYMMETRIC 1,4-ADDITION REACTIONS 216
8.1.28.3.4 METHOD 4: CATALYTIC ASYMMETRIC SYNTHESIS OF 2,2-DISUBSTITUTED
EPOXIDES AND OXETANES 219
8.1.28.3.5 METHOD 5: CATALYTIC ASYMMETRIC ALDOL REACTION 221
8.2 PRODUCT CLASS 2: SODIUM COMPOUNDS
8.2.16 THE CATALYTIC USE OF SODIUM COMPOUNDS FOR BOND FORMATION T. ARAI
8.2.16 THE CATALYTIC USE OF SODIUM COMPOUNDS FOR BOND FORMATION 223
8.2.16.1 METHOD 1: LEWIS BASE CATALYSIS 224
8.2.16.1.1 VARIATION 1 : SODIUM METHOXIDE CATALYSIS OF THE MUKAIYAMA
ALDOL REACTION 224 8.2.16.1.2 VARIATION 2: SODIUM ACETATE CATALYSIS OF
MICHAEL REACTIONS 224
8.2.16.1.3 VARIATION 3: SODIUM-PHOSPHINE OXIDE FOR THE ACTIVATION OF A
TRIMETHYLSILYL ENOLATE 225
8.2.16.1.4 VARIATION 4: SODIUM FORMATE FOR THE SYNTHESIS OF
TRIMETHYSILYL-PROTECTED (TRICHLOROMETHYL)CARBINOLS 226
8.2.16.1.5 VARIATION 5: SODIUM SALT OF L-PHENYLGLYCINE FOR THE
CYANOSILYLATION OF KE- TONES 227
8.2.16.2 METHOD 2: LEWIS ACID CATALYSIS 227
8.2.16.2.1 VARIATIONI: USE OF SODIUM TETRAFLUOROBORATE 228
8.2.16.3 METHOD 3: ACID-BASE CATALYSIS 228
8.2.16.3.1 VARIATION 1 : SODIUM TETRAMETHOXYBORATE FOR MICHAEL REACTION
228
8.2.16.3.2 VARIATION 2: LANTHANUM TRISODIUM TRIS(BINAPHTHOLATE) COMPLEX
FOR MI- CHAEL REACTION 229
8.2.16.3.3 VARIATION 3: GALLIUM SODIUM BIS(BINAPHTHOLATE)/SODIUM
TERT-BUTOXIDE COMBINATION FOR MICHAEL REACTION 230
8.2.16.3.4 VARIATION 4: ALUMINUM LITHIUM BIS(BINAPHTHOLATE)/SODIUM
TERT-BUTOXIDE FOR MICHAEL REACTION 231
8.2.16.3.5 VARIATION 5: SAMARIUM TRISODIUM TRIS(BINAPHTHOLATE) FOR
MICHAEL REAC- TION-PROTONATION 232
8.2.16.3.6 VARIATION 6: LANTHANUM TRILITHIUM TRIS(BIPHENOXIDE)/SODIUM
IODIDE FOR CYCLOPROPANATION OF ENONES 233
8.2.16.3.7 VARIATION 7: NEODYMIUM/SODIUM-AMIDOPHENOL COMPLEX FOR
ONRI-SELEC- TIVE HENRY REACTION 234
IMAGE 11
TABLE OF CONTENTS
XXVII
VOLUME 16:
SIX-MEMBERED HETARENES WITH TWO IDENTICAL HETERO- ATOMS
16.8 PRODUCT CLASS 8: PYRIDAZINES
16.8.5 PYRIDAZINES
J. ZHANG
16.8.5 PYRIDAZINES 237
16.8.5.1 SYNTHESIS BY RING-CLOSURE REACTIONS 239
16.8.5.1.1 BY FORMATION OF TWO N-C BONDS 239
16.8.5.1.1.1 FRAGMENTS C-C-C-C AND N-N 239
16.8.5.1.1.1.1 METHOD 1: CONDENSATION OF 1,4-DIKETONES WITH HYDRAZINE
239 16.8.5.1.1.1.2 METHOD 2: CONDENSATION OF 4-OXOALKANOIC ACID
DERIVATIVES WITH HYDRA- ZINE 241
16.8.5.1.1.1.3 METHOD 3: CONDENSATION OF MALEIC ANHYDRIDES WITH
HYDRAZINE 241 16.8.5.1.1.1.4 METHOD 4: CONDENSATION OF 4-OXO ACIDS WITH
HYDRAZINE, WITH SUBSE- QUENT OXIDATION BY COPPER(LL) SALTS 242
16.8.5.1.1.1.5 METHOD 5: ISOMERIZATION OF ALK-2-YNE-1,4-DIOLS FOLLOWED
BY CONDENSA- TION WITH HYDRAZINE 243
16.8.5.1.1.1.6 METHOD 6: REACTION OF A-OXO ACIDS WITH ARYL METHYL
KETONES TO GIVE 4-OXOBUT-2-ENOIC ACIDS, FOLLOWED BY CONDENSATION WITH
HY- DRAZINE 244
16.8.5.1.1.1.7 METHOD 7: SYNTHESIS FROM METHYL
3,3,3-TRIFLUORO-2-OXOPROPANOATE AND HYDRAZINE 244
16.8.5.1.1.1.8 METHOD 8: SYNTHESIS FROM PYRAN-2-ONE AND HYDRAZINE, WITH
SUBSEQUENT
OXIDATION 245
16.8.5.1.2 BY FORMATION OF ONE N-C AND ONE C-C BOND 246
16.8.5.1.2.1 FRAGMENTS N-N-C-C AND C-C 246
16.8.5.1.2.1.1 METHOD 1: MICHAEL-TYPE ADDITION/HETEROCYCLIZATION OF
ACTIVE METHYLENE COMPOUNDS TO 1,2-DIAZABUTA-1,3-DIENES 246
16.8.5.1.2.1.2 METHOD 2: SYNTHESIS FROM SODIUM
1,2-DIHYDROXYETHANE-1,2-DISULFONATE * 248
16.8.5.2 SYNTHESIS BY RING TRANSFORMATION 249
16.8.5.2.1 FORMAL EXCHANGE OF RING MEMBERS WITH RETENTION OF RING SIZE
249
16.8.5.2.1.1 METHOD 1: DIELS-ALDER REACTION OF 1,2,4,5-TETRAZINE AND
KETENE ACETALS * 249 16.8.5.2.1.2 METHOD 2: DIELS-ALDER REACTION OF
1,2,4,5-TETRAZINES AND KETONES 250 16.8.5.2.1.3 METHOD 3: DIELS-ALDER
REACTION OF 1,2,4,5-TETRAZINES AND ALKYNYLBORONIC ESTERS 251
16.8.5.2.1.4 METHOD 4: DIELS-ALDER REACTION OF NITROGEN HETEROCYCLE
SUBSTITUTED TETRAZINES AND ALKYNYLTRIFLUOROBORATES 252
16.8.5.2.1.5 METHOD 5: DIELS-ALDER REACTION OF 1,2,4,5-TETRAZINES AND
ENOL ETHERS OR ALKENES 254
16.8.5.3 SYNTHESIS BY SUBSTITUENT MODIFICATION 256
IMAGE 12
XXVIII
TABLE OF CONTENTS
16.8.5.3.1 SUBSTITUTION OF EXISTING SUBSTITUTENTS 256
16.8.5.3.1.1 METHOD 1 : SYNTHESIS FROM CHLOROPYRIDAZINES OR
CHLOROPYRIDAZINONES VIA PALLADIUM-MEDIATED SUZUKI COUPLING 256
16.8.5.3.1.2 METHOD 2: SYNTHESIS FROM CHLOROPYRIDAZINES OR CHLOROPYRIDA-
ZIN-3(2H)-ONES VIA PALLADIUM-MEDIATED STILLE COUPLING 264 16.8.5.3.1.3
METHOD 3: SYNTHESIS FROM CHLOROPYRIDAZINES OR CHLOROPYRIDA-
ZIN-3(2H)-ONES VIA PALLADIUM-MEDIATED SONOGASHIRA COUPLING 266
16.8.5.3.1.4 METHOD 4: SYNTHESIS FROM HALOPYRIDAZINES OR
HALOPYRIDAZIN-3(2H)-ONES
VIA PALLADIUM-MEDIATED HECK COUPLING 268
16.8.5.3.1.5 METHOD 5: PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF
PYRIDAZINE A/-OXIDES WITH ARYL CHLORIDES, BROMIDES, AND IODIDES 268
16.8.5.3.1.6 METHOD 6: OTHER NUCLEOPHILIC SUBSTITUTIONS 270
VOLUME 20:
THREE CARBON-HETEROATOM BONDS: ACID HALIDES; CAR- BOXYLIC ACIDS AND ACID
SALTS; ESTERS, AND LACTONES; PEROXY ACIDS AND R(CO)OX COMPOUNDS;R(CO)X,
X = S, SE, TE
20.2 PRODUCT CLASS 2: CARBOXYLIC ACIDS
20.2.1.8.13 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL GROUP (UPDATE 1)
G. LANDELLE AND J.-F. PAQUIN
20.2.1.8.13 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL GROUP (UPDATE 1 )
277
20.2.1.8.13.1 METHOD 1: SYNTHESIS BY CONJUGATE ADDITION 277
20.2.1.8.13.1.1 VARIATIONI: CONJUGATE ADDITION OF ORGANOMETALIIC
REAGENTS 277 20.2.1.8.13.1.2 VARIATION2: CONJUGATE ADDITION OF THIOLS
278
20.2.1.8.13.1.3 VARIATION 3: ASYMMETRIC CONJUGATE ADDITION 279
20.2.1.8.14 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL GROUP (UPDATE 2)
J. L. GLEASON AND E. A. TIONG
20.2.1.8.14 SYNTHESIS WITH RETENTION OF THE FUNCTIONAL GROUP (UPDATE 2)
283
20.2.1.8.14.1 SYNTHESIS BY ALKYLATION OR ARYLATION 283
20.2.1.8.14.1.1 METHOD 1: DIRECT A-ALKYLATION OR-ARYLATION OF CARBOXYLIC
ACIDS 283 20.2.1.8.14.1.2 METHOD 2: DIASTEREOSELECTIVE ALKYLATIONS 284
20.2.1.8.14.1.3 METHOD 3: ALKYLATION OF ALKENOIC ACIDS 285
20.2.1.8.14.1.4 METHOD 4: SYNTHESIS VIA CARBOXYLIC ACID DERIVATIVES 286
20.2.1.8.14.1.4.1 VARIATIONI: ALKYLATION AND ARYLATION OF ESTERS 287
20.2.1.8.14.1.4.2 VARIATION 2: CHIRAL AUXILIARIES: TERTIARY
STEREOCENTERS 289
20.2.1.8.14.1.4.3 VARIATION 3: CHIRAL AUXILIARIES: QUATERNARY
STEREOCENTERS 293
IMAGE 13
TABLE OF CONTENTS
XXIX
VOLUME 21:
THREE CARBON-HETEROATOM BONDS: AMIDES AND DERIVATIVES; PEPTIDES; LACTAMS
21.15 PRODUCT CLASS 15: POLYAMIDES T. HIGASHIHARA AND M. UEDA
21.15 PRODUCT CLASS 15: POLYAMIDES 301
21.15.1 PRODUCT SUBCLASS 1: ALIPHATIC POLYAMIDES 301
21.15.1.1 SYNTHESIS OF PRODUCT SUBCLASS 1 301
21.15.1.1.1 METHOD 1: INTERFACIAL POLYMERIZATION 301
21.15.1.1.2 METHOD 2: RING-OPENING POLYMERIZATION 302
21.15.1.1.3 METHOD 3: MELT POLYMERIZATION 303
21.15.2 PRODUCT SUBCLASS 2: ALIPHATIC-AROMATIC POLYAMIDES 303
21.15.2.1 SYNTHESIS OF PRODUCT SUBCLASS 2 303
21.15.2.1.1 M E T H O D I: USE OF DIACID DICHLORIDES 303
21.15.2.1.2 METHOD 2: I MELT POLYMERIZATION 304
21.15.3 PRODUCT SUBCLASS 3: AROMATIC POLYAMIDES 305
21.15.3.1 SYNTHESIS OF PRODUCT SUBCLASS 3 305
21.15.3.1.1 M E T H O D I: USE OF DIACID DICHLORIDES 305
21.15.3.1.2 METHOD 2: USE OF ACTIVE ESTERS AND AMIDES 306
21.15.3.1.3 METHOD 3: DIRECT POLYMERIZATION 307
21.15.3.1.3.1 VARIATIONI: USE OF CONDENSATION AGENTS 308
21.15.3.1.3.2 VARIATION 2: BY REACTION-INDUCED CRYSTALLIZATION 309
21.15.3.1.3.3 VARIATION 3: MELT OR SOLID-STATE POLYMERIZATION 310
21.15.3.1.4 METHOD 4: TRANSITION-METAL-CATALYZED POLYMERIZATION 312
21.15.3.1.5 METHOD 5: CONDENSATIVE CHAIN-GROWTH POLYMERIZATION 313
21.15.3.1.5.1 VARIATIONI: AROMATIC POLYAMIDES WITH LOW POLYDISPERSITY
313
21.15.3.1.5.2 VARIATION 2: BLOCK COPOLYAMIDES - 314
21.15.3.1.6 METHOD 6: HYPERBRANCHED POLYMERS USING AB X MONOMERS 317
21.15.3.1.7 METHOD 7: DENDRIMERS BY DIVERGENT AND CONVERGENT METHODS 318
VOLUME 27:
HETEROATOM ANALOGUES OF ALDEHYDES AND KETONES
PRODUCT CLASS 13: NITRONES AND CYCLIC ANALOGUES 27.13
27.13.3 NITRONES AND CYCLIC ANALOGUES
P. MERINO
27.13.3 NITRONES AND CYCLIC ANALOGUES
27.13.3.1 SYNTHESIS OF NITRONES AND CYCLIC ANALOGUES
325
325
IMAGE 14
XXX
TABLE OF CONTENTS
27.13.3.1.1 M E T H O D I: SYNTHESIS BY OXIDATION 325
27.13.3.1.1.1 VARIATIONI: OF SECONDARY AMINES 325
27.13.3.1.1.2 VARIATION 2: OF IMINES 333
27.13.3.1.1.3 VARIATION 3: OF HYDROXYLAMINES 336
27.13.3.1.2 METHOD 2: SYNTHESIS BY CONDENSATION OF
/V-ALKYLHYDROXYLAMINES 340
27.13.3.1.2.1 VARIATIONI: WITH ALDEHYDES 340
27.13.3.1.2.2 VARIATION 2: WITH KETONES 345
27.13.3.1.3 METHOD 3: SYNTHESIS BY N-ALKYLATION OF OXIMES 347
27.13.3.1.4 METHOD 4: SYNTHESIS BY RING-CLOSURE REACTIONS 348
27.13.3.1.5 METHOD 5: MISCELLANEOUS METHODS 354
27.13.3.2 APPLICATIONS OF NITRONES AND CYCLIC ANALOGUES IN ORGANIC
SYNTHESIS 360
27.13.3.2.1 M E T H O D I: 1,3-DIPOLARCYCLOADDITIONS 360
27.13.3.2.1.1 VARIATIONI: WITH HETEROAROMATIC MULTIPLE BONDS 360
27.13.3.2.1.2 VARIATION 2: WITH ALKYNES 363
27.13.3.2.1.3 VARIATION 3: WITH CUMULENES 367
27.13.3.2.1.4 VARIATION 4: WITH HETEROCUMULENES 369
27.13.3.2.1.5 VARIATION 5: WITHALKENES 370
27.13.3.2.1.6 VARIATION 6: INTRAMOLECULAR CYCLIZATIONS 377
27.13.3.2.1.7 VARIATION 7: ENANTIOSELECTIVE CATALYSIS 379
27.13.3.2.2 METHOD 2: NUCLEOPHILIC ADDITIONS 383
27.13.3.2.2.1 VARIATIONI: OFSP-NUCLEOPHILES 383
27.13.3.2.2.2 VARIATION 2: OF SP 2-NUCLEOPHILES 384
27.13.3.2.2.3 VARIATION3: OFSP 3-NUCLEOPHILES **** 386
27.13.3.2.2.4 VARIATION 4: OFENOLATES 387
27.13.3.2.2.5 VARIATION 5: ALLYLATION 388
27.13.3.2.2.6 VARIATION 6: REDUCTION (DEOXYGENATION) 389
27.13.3.2.2.7 VARIATION 7: OF P-NUCLEOPHILES 390
27.13.3.2.3 METHOD 3: METAL COMPLEX FORMATION 390
27.13.3.2.4 METHOD 4: REARRANGEMENTS 391
27.13.3.2.5 METHOD 5: SPIN-TRAPPING 392
27.13.3.2.6 METHOD 6: MISCELLANEOUS REACTIONS 393
40.1
40.1.1.1.2
40.1.1.1.2
40.1.1.1.2.1
40.1.1.1.2.1.1
VOLUME 40:
AMINES, AMMONIUM SALTS, AMINE N-OXIDES, HALO- AMINES, HYDROXYLAMINES AND
SULFUR ANALOGUES, AND HYDRAZINES
PRODUCT CLASS 1: AMINO COMPOUNDS
REDUCTIVE AMINATION OF CARBONYL COMPOUNDS P. MARGARETHA
REDUCTIVE AMINATION OF CARBONYL COMPOUNDS 405
ALKYLAMINES FROM CARBONYL COMPOUNDS BY DIRECT REDUCTIVE AMINATION 406
METHOD 1 : DIRECT REDUCTIVE AMINATION BY CATALYTIC HYDROGENATION 406
IMAGE 15
TABLE OF CONTENTS XXXI
40.1.1.1.2.1.1.1 VARIATIONI: HYDROGENATION USING HETEROGENEOUS METAL
CATALYSTS 407
40.1.1.1.2.1.1.2 VARIATION 2: HYDROGENATION USING HOMOGENEOUS METAL
COMPLEX CATALYSTS 407
40.1.1.1.2.1.1.3 VARIATION 3: PALLADIUM-CATALYZED TRANSFER HYDROGENATION
409
40.1.1.1.2.1.2 METHOD 2: DIRECT REDUCTIVE AMINATION USING SILANES AS A
HYDROGEN
SOURCE 410
40.1.1.1.2.1.2.1 VARIATIONI: USING POLYMETHYLHYDROSILOXANE 410
40.1.1.1.2.1.2.2 VARIATION 2: USING AMINOHYDROSILANES 411
40.1.1.1.2.1.2.3 VARIATION 3: USING TRIETHYLSILANE 411
40.1.1.1.2.1.2.4 VARIATION4: USING PHENYLSILANE 412
40.1.1.1.2.1.3 METHOD 3: DIRECT REDUCTIVE AMINATION WITH BOROHYDRIDE OR
BORANE RE- DUCING AGENTS 412
40.1.1.1.2.1.3.1 VARIATIONI: USING SODIUM CYANOBOROHYDRIDE 412
40.1.1.1.2.1.3.2 VARIATION 2: USING SODIUM BOROHYDRIDE 415
40.1.1.1.2.1.3.3 VARIATION 3: USING ZIRCONIUM(LL) OR COPPER(L)
BOROHYDRIDES 417
40.1.1.1.2.1.3.4 VARIATION4: USING SODIUM TRIACYLOXYBOROHYDRIDES 418
40.1.1.1.2.1.3.5 VARIATION 5: USING AMINOBORANES 419
40.1.1.1.2.1.3.6 VARIATION 6: ONE-POT DIRECT REDUCTIVE AMINATION VIA
BORANE REDUCTION OF
IMINES 420
40.1.1.1.2.2 PRIMARY ALKYLAMINES FROM OXIMES AND O-ALKYLOXIMES 421
40.1.1.1.2.2.1 PRIMARY ALKYLAMINES FROM OXIMES 422
40.1.1.1.2.2.1.1 M E T H O D I: CATALYTIC HYDROGENATION 422
40.1.1.1.2.2.1.2 METHOD 2: CATALYTIC TRANSFER HYDROGENATION 423
40.1.1.1.2.2.1.3 METHOD 3: REDUCTION WITH METALLIC ZINC 424
40.1.1.1.2.2.1.3.1 VARIATIONI: USING ZINC IN THE PRESENCE OF AMMONIA 424
40.1.1.1.2.2.1.3.2 VARIATION 2: USING ZINC IN THE PRESENCE OF A
CARBOXYLIC ACID 425
40.1.1.1.2.2.1.4 METHOD 4: REDUCTIONS WITH BORANE OR BOROHYDRIDES 426
40.1.1.1.2.2.1.4.1 VARIATIONI: REDUCTION WITH BORANE 426
40.1.1.1.2.2.1.4.2 VARIATION 2: REDUCTION WITH BOROHYDRIDES 426
40.1.1.1.2.2.1.5 METHOD 5: REDUCTIONS WITH ALUMINUM TRIHYDRIDE OR
HYDROALUMINATES ** 428
40.1.1.1.2.2.2 PRIMARY ALKYLAMINES FROM O-ALKYLOXIMES 428
40.1.1.1.2.3 SECONDARY ALKYLAMINES FROM N-ALKYLIDENEALKYLAMINES BY
REDUCTION 430
40.1.1.1.2.3.1 METHOD 1: STEREORANDOM REDUCTION OF
/V-ALKYLIDENEALKYLAMINES TO SEC- ONDARY ALKYLAMINES 430
40.1.1.1.2.3.1.1 VARIATIONI: VIA HETEREOGENOUS HYDROGENATION 430
40.1.1.1.2.3.1.2 VARIATION 2: VIA LEWIS ACID CATALYZED HYDROGENATION 431
40.1.1.1.2.3.1.3 VARIATION 3: VIA TRANSFER HYDROGENATION 431
40.1.1.1.2.3.1.4 VARIATION 4: BY REDUCTION WITH HYDRIDES 432
40.1.1.1.2.3.2 METHOD 2: ENANTIOSELECTIVE REDUCTION OF
N-ALKYLIDENEALKYLAMINES TO
SECONDARY ALKYLAMINES 434
40.1.1.1.2.4 TERTIARY ALKYLAMINES FROM ENAMINES BY REDUCTION 435
40.1.1.1.2.4.1 M E T H O D I: AMINES FROM ENAMINES BY CATALYTIC
HYDROGENATION 435
40.1.1.1.2.4.2 METHOD 2: AMINES FROM ENAMINES BY ENANTIOSELECTIVE
(ASYMMETRIC) CATALYTIC HYDROGENATION 437
40.1.1.1.2.4.3 METHOD 3: AMINES FROM ENAMINES USING OTHER REDUCING
AGENTS 438
IMAGE 16
XXXII TABLE OF CONTENTS
AUTHOR INDEX 443
ABBREVIATIONS 469
|
any_adam_object | 1 |
author | Wegmann, Jürgen 1954- |
author_GND | (DE-588)131858440 |
author_facet | Wegmann, Jürgen 1954- |
author_role | aut |
author_sort | Wegmann, Jürgen 1954- |
author_variant | j w jw |
building | Verbundindex |
bvnumber | BV044789123 |
classification_rvk | LK 76770 |
ctrlnum | (OCoLC)1007652365 (DE-599)DNB1139140299 |
discipline | Kunstgeschichte |
format | Book |
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geographic | Dom Wetzlar Wetzlar (DE-588)4215420-0 gnd |
geographic_facet | Dom Wetzlar Wetzlar |
id | DE-604.BV044789123 |
illustrated | Illustrated |
indexdate | 2024-07-10T08:01:45Z |
institution | BVB |
isbn | 9783828834279 |
language | German |
oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-030184381 |
oclc_num | 1007652365 |
open_access_boolean | |
owner | DE-29 DE-12 DE-355 DE-BY-UBR |
owner_facet | DE-29 DE-12 DE-355 DE-BY-UBR |
physical | XII, 131 Seiten Illustrationen 22 cm |
publishDate | 2017 |
publishDateSearch | 2017 |
publishDateSort | 2017 |
publisher | Tectum Verlag |
record_format | marc |
spelling | Wegmann, Jürgen 1954- Verfasser (DE-588)131858440 aut Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands Jürgen Wegmann Baden-Baden Tectum Verlag [2017] XII, 131 Seiten Illustrationen 22 cm txt rdacontent n rdamedia nc rdacarrier Alltag (DE-588)4001307-8 gnd rswk-swf Konfessionalität (DE-588)4164948-5 gnd rswk-swf Simultaneum (DE-588)4181501-4 gnd rswk-swf Interkonfessionelles Gespräch (DE-588)4197572-8 gnd rswk-swf Dom Wetzlar Wetzlar (DE-588)4215420-0 gnd rswk-swf Dom Wetzlar Wetzlar (DE-588)4215420-0 g Simultaneum (DE-588)4181501-4 s Konfessionalität (DE-588)4164948-5 s Alltag (DE-588)4001307-8 s Interkonfessionelles Gespräch (DE-588)4197572-8 s DE-604 B:DE-101 application/pdf http://d-nb.info/1139140299/04 Inhaltsverzeichnis DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030184381&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
spellingShingle | Wegmann, Jürgen 1954- Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands Alltag (DE-588)4001307-8 gnd Konfessionalität (DE-588)4164948-5 gnd Simultaneum (DE-588)4181501-4 gnd Interkonfessionelles Gespräch (DE-588)4197572-8 gnd |
subject_GND | (DE-588)4001307-8 (DE-588)4164948-5 (DE-588)4181501-4 (DE-588)4197572-8 (DE-588)4215420-0 |
title | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands |
title_auth | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands |
title_exact_search | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands |
title_full | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands Jürgen Wegmann |
title_fullStr | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands Jürgen Wegmann |
title_full_unstemmed | Der Wetzlarer Dom - ein Haus für zwei Konfessionen eine der ältesten Simultankirchen Deutschlands Jürgen Wegmann |
title_short | Der Wetzlarer Dom - ein Haus für zwei Konfessionen |
title_sort | der wetzlarer dom ein haus fur zwei konfessionen eine der altesten simultankirchen deutschlands |
title_sub | eine der ältesten Simultankirchen Deutschlands |
topic | Alltag (DE-588)4001307-8 gnd Konfessionalität (DE-588)4164948-5 gnd Simultaneum (DE-588)4181501-4 gnd Interkonfessionelles Gespräch (DE-588)4197572-8 gnd |
topic_facet | Alltag Konfessionalität Simultaneum Interkonfessionelles Gespräch Dom Wetzlar Wetzlar |
url | http://d-nb.info/1139140299/04 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030184381&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
work_keys_str_mv | AT wegmannjurgen derwetzlarerdomeinhausfurzweikonfessioneneinederaltestensimultankirchendeutschlands |
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