Privileged chiral ligands and catalysts:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH-Verl.
2011
|
| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | Literaturangaben |
| Beschreibung: | XXI, 462 S. graph. Darst. 25 cm |
| ISBN: | 9783527327041 3527327045 |
Internformat
MARC
| LEADER | 00000nam a2200000 c 4500 | ||
|---|---|---|---|
| 001 | BV037372895 | ||
| 003 | DE-604 | ||
| 005 | 20120704 | ||
| 007 | t | ||
| 008 | 110429s2011 d||| |||| 00||| eng d | ||
| 015 | |a 10,N44 |2 dnb | ||
| 016 | 7 | |a 1007936932 |2 DE-101 | |
| 020 | |a 9783527327041 |c Pp. : EUR 139.00 (DE) (freier Pr.) |9 978-3-527-32704-1 | ||
| 020 | |a 3527327045 |9 3-527-32704-5 | ||
| 035 | |a (OCoLC)724412160 | ||
| 035 | |a (DE-599)DNB1007936932 | ||
| 040 | |a DE-604 |b ger |e rakddb | ||
| 041 | 0 | |a eng | |
| 049 | |a DE-11 |a DE-703 |a DE-19 |a DE-384 | ||
| 082 | 0 | |a 547.215 |2 22/ger | |
| 084 | |a VK 5500 |0 (DE-625)147401:253 |2 rvk | ||
| 084 | |a VK 5560 |0 (DE-625)147404:253 |2 rvk | ||
| 084 | |a 540 |2 sdnb | ||
| 245 | 1 | 0 | |a Privileged chiral ligands and catalysts |c ed. by Qi-Lin Zhou |
| 264 | 1 | |a Weinheim |b Wiley-VCH-Verl. |c 2011 | |
| 300 | |a XXI, 462 S. |b graph. Darst. |c 25 cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 500 | |a Literaturangaben | ||
| 650 | 0 | 7 | |a Katalyse |0 (DE-588)4029921-1 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Ligand |0 (DE-588)4035711-9 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chirale Verbindungen |0 (DE-588)4348527-3 |2 gnd |9 rswk-swf |
| 689 | 0 | 0 | |a Katalyse |0 (DE-588)4029921-1 |D s |
| 689 | 0 | 1 | |a Ligand |0 (DE-588)4035711-9 |D s |
| 689 | 0 | 2 | |a Chirale Verbindungen |0 (DE-588)4348527-3 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Zhou, Qi-Lin |e Sonstige |0 (DE-588)144058782 |4 oth | |
| 856 | 4 | 2 | |m X:MVB |q text/html |u http://deposit.dnb.de/cgi-bin/dokserv?id=3554218&prov=M&dok_var=1&dok_ext=htm |3 Inhaltstext |
| 856 | 4 | 2 | |m DNB Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=022526201&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-022526201 | |
Datensatz im Suchindex
| _version_ | 1805095899852963840 |
|---|---|
| adam_text |
IMAGE 1
CONTENTS
PREFACE XV LIST OF CONTRIBUTORS XIX
1 BINAP 1
TAKESHI OHKUMA AND NOBUHITO KURONO 1.1 INTRODUCTION: STRUCTURAL
CONSIDERATION 1 1.2 HYDROGENATION OF OLEFINS 3 1.3 HYDROGENATION OF
KETONES 6 1.3.1 FUNCTIONALIZED KETONES 6 1.3.2 SIMPLE KETONES 9 1.4
ISOMERIZATION OF ALLYLAMINES AND ALLYLALCOHOLS 13 1.5 HYDROBORATION,
HYDROSILYLATION, HYDROACYLATION,
AND HYDROAMINATION 14 1.6 ALLYLIC ALKYLATION 18 1.7 HECK REACTION 18
1.7.1 INTRAMOLECULAR REACTION 18 1.7.2 INTERMOLECULAR REACTION 19 1.8
ALDOL AND MANNICH-TYPE REACTIONS 21 1.8.1 ALDOL REACTION 21 1.8.2
MANNICH-TYPE REACTION 23 1.9 NUCLEOPHILIC ADDITIONS TO CARBONYL AND
IMINO
COMPOUNDS 24
1.9.1 ALLYLATION 24
1.9.2 ALKENYLATION AND ARYLATION 25 1.9.3 DIENYLATION 26 1.9 A CYANATION
27
1.10 A-SUBSTITUTION REACTIONS OF CARBONYL COMPOUNDS 28 1.10.1
FLUORINATION AND AMINATION 28 1.10.2 ARYLATION AND ORTHOESTER ALKYLATION
29 1.11 MICHAEL-TYPE REACTIONS 30
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1007936932
DIGITALISIERT DURCH
IMAGE 2
VI CONTENTS
1.11.1 MICHAEL REACTION 30
1.11.2 AZA-MICHAEL REACTION 32 1.12 CONJUGATE ADDITIONS USING
ORGANOBORON AND GRIGNARD REAGENTS 32 1.13 DIELS-ALDER REACTION 35 1.14
ENE REACTION 38
1.15 CYDIZATION 38
1.15.1 INTRAMOLECULAR REACTIONS OF ENYNES 38 1.15.2 [3 + 2] AND [5 + 2]
CYDOADDITION REACTIONS 39 1.15.3 [2 + 2 + 2] CYDOADDITION REACTIONS 42
LISA PAUSON-KHAND TYPE REACTIONS 43 1.16 RING-OPENING REACTIONS 45 1.17
CONCLUDING REMARKS 45
2 BISPHOSPHACYCLES - FROM DUPHOS AND BPE TO A DIVERSE SET OF BROADLY
APPLIED LIGANDS 55 WEICHENG ZHANG AND XUMU ZHANG
2.1 INTRODUCTION 55
2.2 DEVELOPMENT OF BISPHOSPHACYDE LIGANDS 55 2.2.1 STRUCTURAL FEATURES
OF DUPHOS AND BPE 55 2.2.2 STRATEGIES OF LIGAND DESIGN 58 2.3
APPLICATIONS OF BISPHOSPHACYDE LIGANDS 65
2.3.1 ASYMMETRIC HYDROGENATION 65 2.3.2 ASYMMETRIC HYDROFORMYLATION 75
2.3.3 ASYMMETRIC HYDROSILYLATION 77 2.3.4 ASYMMETRIC HYDROACYLATION 77
2.3.5 ASYMMETRIC CYDOISOMERIZATION, CYDOADDITION, AND
CYDIZATION 78
2.3.6 ASYMMETRIC PHOSPHINATION 81 2.3.7 ASYMMETRIC NUCLEOPHILIC ADDITION
TO KETONES AND KETIMINES 82 2.3.8 ASYMMETRIC CONJUGATE ADDITION 85 2.3.9
MISCELLANEOUS REACTIONS 85 2.4 CONCLUDING REMARKS 87
3 JOSIPHOS LIGANDS: FROM DISCOVERY TO TECHNICAL APPLICATIONS 93
HANS-ULRICH BLASER, BENOIT PUGIN, FELIX SPINDLER, ESTEBAN MEJ'IA, AND
ANTONIO TOGNI 3.1 INTRODUCTION AND BACKGROUND 93 3.2 DISCOVERY AND
DEVELOPMENT OF THE JOSIPHOS LIGAND
FAMILY 94
3.3 WHY ARE JOSIPHOS LIGANDS SO EFFECTIVE? 97
IMAGE 3
CONTENTS VII
3.3.1 GENERAL CONSIDERATIONS 97
3.3.2 STRUCTURAL ASPECTS OF TRANSITION METAL COMPLEXES CONTAINING
JOSIPHOS AND JOSIPHOS-LIKE LIGANDS 99 3.4 CATALYTIC PROFILE OF THE
JOSIPHOS LIGAND FAMILY 104 3.4.1 ENANTIOSELECTIVE REDUCTIONS OF C = C, C
= O AND C = N
BONDS 104
3.4.1.1 ENANTIOSELECTIVE HYDROGENATION OF C = C BONDS 104 3.4.1.2
COPPER-CATALYZED REDUCTION OF ACTIVATED C = C BONDS WITH PMHS (CONJUGATE
REDUCTION) 110 3.4.1.3 ENANTIOSELECTIVE HYDROGENATION OF C = O BONDS 111
3.4.1.4 ENANTIOSELECTIVE HYDROGENATION OF C = N BONDS 114 3.4.2
ENANTIOSELECTIVE HYDROFUNCTIONALIZATIONS 118 3.4.2.1 HYDROBORATION 118
3.4.2.2 HYDROAMINATION AND HYDROPHOSPHONATION 119 3.4.2.3
HYDROCARBOXYLATION 120 3.4.3 ENANTIOSELECTIVE C-C BOND FORMING REACTIONS
120 3.4.3.1 ALLYLIC ALKYLATION 120 3.4.3.2 MICHAEL ADDITION 121 3.4.3.3
HECK REACTION 122 3.4.3.4 MISCELLANEOUS C-C REACTIONS 123 3.4.4
MISCELLANEOUS ENANTIOSELECTIVE REACTIONS 125 3.4.4.1 ISOMERIZATION OF
ALLYLAMINES 125 3.4.4.2 RING-OPENING OF OXABICYCLES 125 3.4.4.3 ALLYLIC
SUBSTITUTION 126 3.4.5 APPLICATION IN NON-ENANTIOSELECTIVE REACTIONS 127
3.5 CONCLUDING REMARKS 127
4 CHIRAL SPIRO LIGANDS 137
SHOU-FEI ZHU AND QI-LIN ZHOU 4.1 INTRODUCTION 137
4.2 PREPARATION OF CHIRAL SPIRO LIGANDS 139 4.3 ASYMMETRIC HYDROGENATION
144 4.3.1 HYDROGENATION OF FUNCTIONALIZED OLEFINS 144 4.3.1.1
HYDROGENATION OF ENAMIDES 144
4.3.1.2 HYDROGENATION OF ENAMINES 146 4.3.1.3 HYDROGENATION OF
OC,SS-UNSATURATED ACIDS 146 4.3.2 HYDROGENATION OF KETONES AND ALDEHYDES
151
4.3.2.1 HYDROGENATION OF SIMPLE KETONES 151 4.3.2.2 HYDROGENATION OF
RACEMIC 2-SUBSTITUTED KETONES VIA DKR 151 4.3.2.3 DKR HYDROGENATION OF
RACEMIC 2-SUBSTITUTED ALDEHYDES 153 4.3.3 HYDROGENATION OF IMINES 154
4.3.4 HYDROGENATION OF 2-SUBSTITUTED QUINOLINES 154 4.4 ASYMMETRIC
CARBON-CARBON BOND FORMING REACTION 155
IMAGE 4
VIII CONTENTS
4A.I RHODIUM-CATALYZED ARYLATION OF CARBONYL COMPOUNDS AND
I MINES 155
4.4.2 PALLADIUM-CATALYZED UMPOLUNG ALLYLATION OF ALDEHYDES 158 4.4.3
COPPER-CATALYZED CONJUGATE ADDITION REACTION 158 4.4.4 COPPER-CATALYZED
RING-OPENING REACTION WITH GRIGNARD REAGENTS 158
4AS NICKEL-CATALYZED THREE-COMPONENT COUPLING REACTION 159 4.4.6
NICKEL-CATALYZED HYDROVINYLATION REACTION 161 4.4.7 RHODIUM-CATALYZED
HYDROSILYLATION/CYDIZATION REACTION 161 4.4.8 PALLADIUM-CATALYZED
ASYMMETRIC OXIDATIVE CYDIZATION 162 4.4.9 GOLD-CATALYZED RING EXPANDING
CYDOISOMERIZATION 163 4.5 ASYMMETRIC CARBON-HETEROATOM BOND FORMING
REACTION 163
4.5.1 PALLADIUM-CATALYZED HYDROSILYLATION 163 4.5.2 PALLADIUM-CATALYZED
WACKER-TYPE OXIDATIVE CYDIZATION REACTION 163 4.5.3 COPPER-CATALYZED
CARBENE INSERTION INTO X-H BONDS 164 4.5.4 ALLENE-BASED ALLYLIC
CYDIZATION REACTIONS 166 4.6 CONCLUSION 167
5 CHIRAL BISOXAZOLINE LIGANDS 171
LEVI M. STANLEY AND MUKUND P. SIBI 5.1 INTRODUCTION 171
5.2 ENANTIOSELECTIVE CARBON-CARBON BOND FORMATION 176 5.2.1 ADDITION OF
CARBON NUDEOPHILES TO C = O AND C = N BONDS 176 5.2.1.1 ALDOL REACTIONS
176 5.2.1.2 MANNICH-TYPE REACTIONS 177
5.2.1.3 NITROALDOL (HENRY) REACTIONS 179 5.2.1.4 NITRO-MANNICH
(AZA-HENRY) REACTIONS 181 5.2.1.5 ADDITION OF ACTIVATED CARBON
NUDEOPHILES TO CARBONYL ELECTROPHILES 182
5.2.1.6 ADDITION OF ACTIVATED CARBON NUDEOPHILES TO IMINES 183 5.2.1.7
ENE REACTIONS 184 5.2.1.8 FRIEDEL-CRAFTS REACTIONS OF AROMATIC COMPOUNDS
WITH C = O AND C = N BONDS 184
5.2.2 1,4-ADDITION OF CARBON NUDEOPHILES TO A,SS-UNSATURATED ACCEPTORS
186 5.2.3 REACTIONS OF RADICALS ALPHA TO CARBONYLS 190 5.2.4 CYDIZATION
REACTIONS 191 5.2.5 REARRANGEMENT REACTIONS 191 5.3 ENANTIOSELECTIVE
CARBON-HETEROATOM BOND FORMATION 193 5.3.1 1,4-ADDITION OF HETEROATOM
NUDEOPHILES TO A,SS-UNSATURATED
ACCEPTORS 193
5.3.1.1 1,4-ADDITION OF NITROGEN NUDEOPHILES 193
IMAGE 5
CONTENTS IX
5.3.1.2 1,4-ADDITION OF SULFUR AND OXYGEN NUDEOPHILES 195
5.3.1.3 1,4-ADDITION OF BORON NUDEOPHILES 195 5.3.2 ALLYLIC
FUNCTIONALIZATION REACTIONS 196 5.3.3 A-HETEROATOM FUNCTIONALIZATION OF
CARBONYL COMPOUNDS 196 5.3.3.1 AMINATION 196
5.3.3.2 OXYGENATION 197 5.3.3.3 HALOGENATION 197 5.3.4 X-H INSERTION
REACTIONS (X = O, N, S) 198 5.3.5 CYDIZATION REACTIONS 199
5.3.5.1 CARBONYLATIVE CYDIZATION 199 5.3.5.2 WACKER-TYPE CYCLIZATIONS
199 5.3.5.3 HYDROAMINATION 201 5.3.6 KINETIC RESOLUTION AND
DESYMMETRIZATION REACTIONS 201 5.3.6.1 KINETIC RESOLUTION 201 5.3.6.2
DESYMMETRIZATION 201 5.4 ENANTIOSELECTIVE CYDOADDITION REACTIONS 202
5.4.1 CARBO-DIELS-ALDER CYCLOADDITIONS 202
5.4.2 HETERO-DIELS-ALDER CYCLOADDITIONS 204 5.4.3 CYCLOPROPANATIONS 205
5.4.4 AZIRIDINATION 208 5.4.5 1,3-DIPOLAR CYCLOADDITIONS 209
5.4.6 ADDITIONAL CYDOADDITION REACTIONS 211 5.5 CONCLUSIONS 212
6 PHOX LIGANDS 221
CORY C. BAUSCH AND ANDREAS PFALTZ 6.1 INTRODUCTION 221
6.2 SYNTHESIS OF PHOX LIGANDS 222 6.3 NUCLEOPHILIC ALLYLIC SUBSTITUTION
224 6.3.1 PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION 224 6.3.2 TUNGSTEN-
AND IRIDIUM-CATALYZED ALLYLIC SUBSTITUTION 229
6.3.3 ALLYLIC SUBSTITUTION IN TOTAL SYNTHESIS 230 6.4 DECARBOXYLATIVE
TSUJI ALLYLATIONS 231 6.4.1 METHOD DEVELOPMENT 231 6.4.2 APPLICATION TO
FLUORINATED DERIVATIVES 234 6.4.3 APPLICATIONS IN TOTAL SYNTHESIS 235
6.5 HECK REACTION 237
6.5.1 INTERMOLECULAR HECK REACTION 237 6.5.2 INTRAMOLECULAR HECK
REACTION 238 6.6 HYDROGENATION 240
6.6.1 HYDROGENATION OF IMINES 240 6.6.2 HYDROGENATION OF TRISUBSTITUTED
OLEFINS 240 6.6.3 HYDROGENATION OF TETRASUBSTITUTED OLEFINS 243 6.6.4
HYDROGENATION OF VINYL PHOSPHONATES 243
IMAGE 6
CONTENTS
6.6.5 HYDROGENATION OF A,SS-UNSATURATED KETONES 244 6.6.6 HYDROGENATION
OF KETONES 244 6.6.7 TRANSFER HYDROGENATION OF KETONES 246 6.7
CYCLOADDITIONS 246
6.7.1 [3 + 2] CYDOADDITIONS 246 6.7.2 DIELS-ALDER REACTIONS 247 6.8
MISCELLANEOUS REACTIONS 248 6.8.1 HYDROSILYLARIONS 248
6.8.2 PAUSON-KHAND REACTION 248 6.8.3 DECARBOXYLATIVE PROTONATION 249
6.8.4 SIGMATROPIC REARRANGEMENTS 250 6.8.5 DESYMMETRIZATION REACTIONS
251 6.8.6 ASYMMETRIC ARYLATIONS 253
6.9 CONCLUSION 253
7 CHIRAL SALEN COMPLEXES 257 WEN-ZHEN ZHANG AND XIAO-BING LU 7.1
INTRODUCTION 257
7.2 SYNTHESIS OF CHIRAL SALEN COMPLEXES 257 73 STRUCTURAL PROPERTIES OF
CHIRAL SALEN COMPLEXES 259 7.4 ASYMMETRIC REACTIONS CATALYZED BY CHIRAL
SALEN COMPLEXES 262
7.4.1 ASYMMETRIC EPOXIDATION 262 7.4.2 ASYMMETRIC RING-OPENING OF
EPOXIDES 266 7.4.2.1 DESYMMETRIZATION OF MESO-EPOXIDES 266 7.4.2.2
KINETIC RESOLUTION OF RACEMIC EPOXIDES 269 7.4.2.3 ENANTIOSELECTIVE
ADDITION OF CARBON DIOXIDE TO PROPYLENE
OXIDE 271
7.4.2.4 ASYMMETRIC ALTERNATING COPOLYMERIZATION OF RACEMIC EPOXIDES AND
CARBON DIOXIDE 272 7.4.2.5 ENANTIOSELECTIVE HOMOPOLYMERIZATION OF
EPOXIDES 273 1 '.4.3 ASYMMETRIC CYCLOPROPANATION 274 7.4.4 ASYMMETRIC
CONJUGATE ADDITION REACTION 277
7.4.5 ASYMMETRIC DIELS-ALDER REACTION 281 7.4.6 ASYMMETRIC CYANOHYDRIN
SYNTHESIS 284 7.4.7 MISCELLANEOUS REACTIONS 287 7.5 CONCLUSION AND
OUTLOOK 289
8 BINOL 295
MASAKATSU SHIBASAKI AND SHIGEKI MATSUNAGA 8.1 INTRODUCTION 295
8.2 APPLICATIONS IN REDUCTION AND OXIDATION 296 8.3 METAL/BINOL CHIRAL
LEWIS ACID CATALYSTS IN ASYMMETRIC C-C BOND FORMING REACTIONS 300
IMAGE 7
CONTENTS XI
8.3.1 GROUP IV METAL/BINOL LEWIS ACID CATALYSTS 300
8.3.2 GROUP XIII METAL/BINOL LEWIS ACID CATALYSTS 304 8.3.3 RARE EARTH
METAL/BINOL LEWIS ACID CATALYSTS 307 8.4 ACID/BASE BIFUNCTIONAL
METAL/BINOL CATALYSTS 308 8.4.1 RARE EARTH METAL/ALKALI METAL/BINOL
CATALYSTS 308
8.4.2 GROUP XIII METAL/ALKALI METAL/BINOL CATALYSTS 312 8.4.3 OTHER
METAL/BINOL COMPLEXES AS ACID/BASE BIFUNCTIONAL CATALYSTS 316 8.4.4
LEWIS ACID/LEWIS BASE BIFUNCTIONAL ALUMINIUM-CATALYST 321 8.5 BINOL IN
ORGANOCATALYSIS 324
8.6 SUMMARY 329
9 TADDOLATE LIGANDS 333
HELENE PELLISSIER
9.1 INTRODUCTION 333
9.2 NUDEOPHILIC ADDITIONS TO C = O DOUBLE BONDS 334 9.2.1 ORGANOZINC
ADDITIONS TO ALDEHYDES 334 9.2.2 ALLYLATIONS 335 9.2.3 ALDOL-TYPE
REACTIONS 336 9.2.4 MISCELLANEOUS REACTIONS 338
9.3 NUDEOPHILIC CONJUGATE ADDITIONS TO ELECTRON-DEFICIENT C = C DOUBLE
BONDS 339 9.4 NUDEOPHILIC SUBSTITUTIONS 342 9A.I ALLYLIC SUBSTITUTIONS
342
9.4.2 OT-HALOGENATIONS OF CARBONYL COMPOUNDS 344 9.4.3 MISCELLANEOUS
SUBSTITUTIONS 345 9.5 CYDOADDITION REACTIONS 345 9.5.1 DIELS-ALDER
REACTIONS 346 9.5.2 HETERO-DIELS-ALDER REACTIONS 347
9.5.3 MISCELLANEOUS CYCLOADDITIONS 348 9.6 OXIDATION AND REDUCTION
REACTIONS 349 9.7 MISCELLANEOUS REACTIONS 351 9.8 CONCLUSIONS 354
10 CINCHONA ALKALOIDS 361 HONGMING LI, YONGGANG CHEN AND DENG LI 10.1
INTRODUCTION 361
10.2 METAL CATALYSIS 363 10.3 PHASE-TRANSFER CATALYSIS 367 10.3.1
ASYMMETRIC ALKYLATIONS 367 10.3.2 ASYMMETRIC CONJUGATE ADDITIONS 368
10.3.3 ASYMMETRIC ALDOL REACTIONS 368 10.3.4 EXAMPLES OF RECENT
APPLICATIONS 369 10.4 NUDEOPHILIC CATALYSIS 370
IMAGE 8
XII CONTENTS
10.4.1 ASYMMETRIC REACTIONS WITH KETENES 370
10.4.2 ASYMMETRIC MORITA-BAYLIS-HILLMAN REACTIONS 373 10.4.3 ASYMMETRIC
CYANATION OF SIMPLE KETONES 374 10.4.4 RECENT APPLICATIONS OF
NUDEOPHILIC CATALYSIS BY CINCHONA ALKALOIDS 375
10.4.4.1 ASYMMETRIC CONJUGATE ADDITIONS 375 10.4.4.2 ASYMMETRIC
ELECTROPHILIC HALOGENATIONS OF OLEFINS 376 10.5 BASE CATALYSIS 377
10.5.1 ASYMMETRIC ALCOHOLYSIS OF CYCLIC ANHYDRIDES 377 10.5.2 CONJUGATE
ADDITIONS 380 10.5.3 ASYMMETRIC MANNICH AND ALDOL REACTIONS 381 10.6
COOPERATIVE AND MULTIFUNCTIONAL CATALYSIS 382 10.6.1 ACID-BASE
COOPERATIVE CATALYSIS 382 10.6.1.1 ASYMMETRIC CONJUGATE ADDITIONS 382
10.6.1.2 ASYMMETRIC 1,2-ADDITIONS TO CARBONYLS 386 10.6.1.3 ASYMMETRIC
1,2-ADDITIONS TO IMINES 390 10.6.1.4 ASYMMETRIC FRIEDEL-CRAFTS REACTIONS
391
10.6.1.5 ASYMMETRIC DIELS-ALDER REACTIONS 393 10.6.1.6 ASYMMETRIC
FRAGMENTATION 394 10.6.2 BASE-IMINIUM COOPERATIVE CATALYSIS 396 10.6.2.1
ASYMMETRIC CONJUGATE ADDITIONS 396 10.6.2.2 ASYMMETRIC FRIDEL-CRAFTS
ADDITIONS 398 10.6.2.3 ASYMMETRIC DIELS-ALDER REACTIONS 399 10.6.2.4
SEMIPINACOL-TYPE 1,2-CARBON MIGRATION 399 10.6.3 MULTIFUNCTIONAL
COOPERATIVE CATALYSIS 400 10.6.3.1 TANDEM CONJUGATE ADDITION-PROTONATION
REACTIONS 400 10.6.3.2 CATALYTIC ASYMMETRIC PEROXIDATIONS 400 10.7
CONCLUSION 404
11 PROLINE DERIVATIVES 409 SHILEI ZHANG AND WEI WANG 11.1 INTRODUCTION
409
11.2 PROLINE AS ORGANOCATALYST 410 11.2.1 ALDOL REACTIONS 410 11.2.1.1
INTERMOLECULAR ALDOL REACTIONS 410 11.2.1.2 INTRAMOLECULAR ALDOL
REACTIONS 412 11.2.1.3 SYNTHESIS OF CARBOHYDRATES BY PROLINE-CATALYZED
ALDOL
REACTIONS 413
11.2.2 MANNICH REACTIONS CATALYZED BY PROLINE 414 11.2.3 MICHAEL
ADDITION REACTIONS CATALYZED BY PROLINE 415 11.2.4 MORITA-BAYLIS-HILLMAN
(MBH) REACTIONS CATALYZED BY PROLINE 416
11.2.5 A-AMINATION, A-AMINOXYLATION, AND A-ALKYLATION OF CARBONYL
COMPOUNDS CATALYZED BY PROLINE 417
IMAGE 9
CONTENTS XIII
11.2.6 CASCADE/ONE-POT REACTIONS CATALYZED BY PROLINE 418
11.3 PROLINE ANALOGS AS ORGANOCATALYSTS 419 11.3.1 4-HYDROXYPROLINE AS
ORGANOCATALYST 419 11.3.2 OTHER PROLINE ANALOGS AS ORGANOCATALYSTS 421
11A 5-PYRROLIDIN-2-YLTETRAZOLE AS ORGANOCATALYST 422 11.5
PYRROLIDINE-BASED SULFONAMIDES AS ORGANOCATALYSTS 424 11.6
PYRROLIDINE-BASED AMIDES AS ORGANOCATALYSTS 425 11.7 PYRROLIDINE DIAMINE
CATALYSTS 427
11.8 DIARYLPROLINOLS OR DIARYLPROLINOL ETHER CATALYSTS 429 11.8.1 ALDOL
REACTIONS, MANNICH REACTIONS, AND OTHER A-FUNCTIONALIZATIONS OF
ALDEHYDES CATALYZED BY DIARYLPROLINOLS OR DIARYLPROLINOL SILYL ETHERS
429 11.8.2 MICHAEL ADDITION REACTIONS CATALYZED BY DIARYLPROLINOLS OR
DIARYLPROLINOL SILYL ETHERS. 430 11.8.2.1 MICHAEL ADDITIONS THROUGH AN
ENAMINE PATHWAY 430 11.8.2.2 MICHAEL ADDITIONS THROUGH AN IMINIUM
MECHANISM 430 11.8.3 CYDOADDITION REACTIONS CATALYZED BY DIARYLPROLINOLS
OR
DIARYLPROLINOL SILYL ETHERS 433 11.8.4 CASCADE REACTIONS CATALYZED BY
DIARYLPROLINOL SILYL ETHERS 435 11.8.4.1 THREE-MEMBERED RINGS FORMED BY
A [1 + 2] STRATEGY 435 11.8.4.2 FIVE-MEMBERED RINGS FORMED BY A [3 + 2]
STRATEGY 436 11.8.4.3 SIX-MEMBERED RINGS FORMED BY A [4 + 2] STRATEGY
437 11.8.4.4 SIX-MEMBERED RINGS FORMED BY A [3 + 3] STRATEGY 437
11.8.4.5 SIX-MEMBERED RINGS FORMED BY A [2 + 2 + 2] STRATEGY 438
11.8.4.6 OTHER CASCADE REACTIONS 439 11.9 CONCLUDING REMARKS 439
INDEX 447 |
| any_adam_object | 1 |
| author_GND | (DE-588)144058782 |
| building | Verbundindex |
| bvnumber | BV037372895 |
| classification_rvk | VK 5500 VK 5560 |
| ctrlnum | (OCoLC)724412160 (DE-599)DNB1007936932 |
| dewey-full | 547.215 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.215 |
| dewey-search | 547.215 |
| dewey-sort | 3547.215 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| format | Book |
| fullrecord | <?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>00000nam a2200000 c 4500</leader><controlfield tag="001">BV037372895</controlfield><controlfield tag="003">DE-604</controlfield><controlfield tag="005">20120704</controlfield><controlfield tag="007">t</controlfield><controlfield tag="008">110429s2011 d||| |||| 00||| eng d</controlfield><datafield tag="015" ind1=" " ind2=" "><subfield code="a">10,N44</subfield><subfield code="2">dnb</subfield></datafield><datafield tag="016" ind1="7" ind2=" "><subfield code="a">1007936932</subfield><subfield code="2">DE-101</subfield></datafield><datafield tag="020" ind1=" " ind2=" "><subfield code="a">9783527327041</subfield><subfield code="c">Pp. : EUR 139.00 (DE) (freier Pr.)</subfield><subfield code="9">978-3-527-32704-1</subfield></datafield><datafield tag="020" ind1=" " ind2=" "><subfield code="a">3527327045</subfield><subfield code="9">3-527-32704-5</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(OCoLC)724412160</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)DNB1007936932</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-604</subfield><subfield code="b">ger</subfield><subfield code="e">rakddb</subfield></datafield><datafield tag="041" ind1="0" ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="049" ind1=" " ind2=" "><subfield code="a">DE-11</subfield><subfield code="a">DE-703</subfield><subfield code="a">DE-19</subfield><subfield code="a">DE-384</subfield></datafield><datafield tag="082" ind1="0" ind2=" "><subfield code="a">547.215</subfield><subfield code="2">22/ger</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 5500</subfield><subfield code="0">(DE-625)147401:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 5560</subfield><subfield code="0">(DE-625)147404:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">540</subfield><subfield code="2">sdnb</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Privileged chiral ligands and catalysts</subfield><subfield code="c">ed. by Qi-Lin Zhou</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="a">Weinheim</subfield><subfield code="b">Wiley-VCH-Verl.</subfield><subfield code="c">2011</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">XXI, 462 S.</subfield><subfield code="b">graph. Darst.</subfield><subfield code="c">25 cm</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="500" ind1=" " ind2=" "><subfield code="a">Literaturangaben</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Katalyse</subfield><subfield code="0">(DE-588)4029921-1</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Ligand</subfield><subfield code="0">(DE-588)4035711-9</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Chirale Verbindungen</subfield><subfield code="0">(DE-588)4348527-3</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="689" ind1="0" ind2="0"><subfield code="a">Katalyse</subfield><subfield code="0">(DE-588)4029921-1</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="1"><subfield code="a">Ligand</subfield><subfield code="0">(DE-588)4035711-9</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="2"><subfield code="a">Chirale Verbindungen</subfield><subfield code="0">(DE-588)4348527-3</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Zhou, Qi-Lin</subfield><subfield code="e">Sonstige</subfield><subfield code="0">(DE-588)144058782</subfield><subfield code="4">oth</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">X:MVB</subfield><subfield code="q">text/html</subfield><subfield code="u">http://deposit.dnb.de/cgi-bin/dokserv?id=3554218&prov=M&dok_var=1&dok_ext=htm</subfield><subfield code="3">Inhaltstext</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">DNB Datenaustausch</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=022526201&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="943" ind1="1" ind2=" "><subfield code="a">oai:aleph.bib-bvb.de:BVB01-022526201</subfield></datafield></record></collection> |
| id | DE-604.BV037372895 |
| illustrated | Illustrated |
| indexdate | 2024-07-20T11:06:36Z |
| institution | BVB |
| isbn | 9783527327041 3527327045 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-022526201 |
| oclc_num | 724412160 |
| open_access_boolean | |
| owner | DE-11 DE-703 DE-19 DE-BY-UBM DE-384 |
| owner_facet | DE-11 DE-703 DE-19 DE-BY-UBM DE-384 |
| physical | XXI, 462 S. graph. Darst. 25 cm |
| publishDate | 2011 |
| publishDateSearch | 2011 |
| publishDateSort | 2011 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| spelling | Privileged chiral ligands and catalysts ed. by Qi-Lin Zhou Weinheim Wiley-VCH-Verl. 2011 XXI, 462 S. graph. Darst. 25 cm txt rdacontent n rdamedia nc rdacarrier Literaturangaben Katalyse (DE-588)4029921-1 gnd rswk-swf Ligand (DE-588)4035711-9 gnd rswk-swf Chirale Verbindungen (DE-588)4348527-3 gnd rswk-swf Katalyse (DE-588)4029921-1 s Ligand (DE-588)4035711-9 s Chirale Verbindungen (DE-588)4348527-3 s DE-604 Zhou, Qi-Lin Sonstige (DE-588)144058782 oth X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3554218&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=022526201&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Privileged chiral ligands and catalysts Katalyse (DE-588)4029921-1 gnd Ligand (DE-588)4035711-9 gnd Chirale Verbindungen (DE-588)4348527-3 gnd |
| subject_GND | (DE-588)4029921-1 (DE-588)4035711-9 (DE-588)4348527-3 |
| title | Privileged chiral ligands and catalysts |
| title_auth | Privileged chiral ligands and catalysts |
| title_exact_search | Privileged chiral ligands and catalysts |
| title_full | Privileged chiral ligands and catalysts ed. by Qi-Lin Zhou |
| title_fullStr | Privileged chiral ligands and catalysts ed. by Qi-Lin Zhou |
| title_full_unstemmed | Privileged chiral ligands and catalysts ed. by Qi-Lin Zhou |
| title_short | Privileged chiral ligands and catalysts |
| title_sort | privileged chiral ligands and catalysts |
| topic | Katalyse (DE-588)4029921-1 gnd Ligand (DE-588)4035711-9 gnd Chirale Verbindungen (DE-588)4348527-3 gnd |
| topic_facet | Katalyse Ligand Chirale Verbindungen |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3554218&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=022526201&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT zhouqilin privilegedchiralligandsandcatalysts |