C-H Activation for Asymmetric Synthesis:
Gespeichert in:
| Weitere Verfasser: | , |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH
2019
|
| Schlagworte: | |
| Online-Zugang: | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34340-9/ Inhaltsverzeichnis Buchcover |
| Beschreibung: | xi, 281 Seiten Illustrationen |
| ISBN: | 9783527343409 |
Internformat
MARC
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| 300 | |a xi, 281 Seiten |b Illustrationen | ||
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| 653 | |a Catalysis | ||
| 653 | |a Chemie | ||
| 653 | |a Chemistry | ||
| 653 | |a Katalyse | ||
| 653 | |a Methods - Synthesis & Techniques | ||
| 653 | |a Organische Chemie | ||
| 653 | |a Organische Chemie / Methoden, Synthesen, Verfahren | ||
| 653 | |a Pharmaceutical & Medicinal Chemistry | ||
| 653 | |a Pharmazeutische u. Medizinische Chemie | ||
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Datensatz im Suchindex
| _version_ | 1804180551038402560 |
|---|---|
| adam_text | V
CONTENTS
FOREWORD
XI
PART
I
ASYMMETRIC
ACTIVATION
OF
C(SP
3
)
*
H
BONDS
1
PART
I.A
C(SP
3
)
*
H
BOND
INSERTION
BY
METAL
CARBENOIDS AND
NITRENOIDS
2
1
STEREOSELECTIVE
C
*
C
BOND-FORMING
REACTIONS
THROUGH
C(SP
3
)
*
H
BOND
INSERTION
OF
METAL
CARBENOIDS
3
AOIFE
M.
BUCKLEY,
THOMAS
A.
BROUDER,
ALAN
FORD
AND
ANITA
R.
MAGUIRE
1.1
INTRODUCTION
3
1.2
DIAZO
COMPOUNDS
4
1.3
MECHANISTIC
UNDERSTANDING
5
1.4
CATALYSTS
7
1.4.1
COPPER
7
1.4.1.1
BISOXAZOLINE
AND
SCHIFF
BASE
7
1.4.2
RHODIUM
8
1.4.2.1
RHODIUM(II)
CARBOXYLATES
9
1.4.2.2
RHODIUM(II)
CARBOXAMIDATES
10
1.4.2.3
ORTHO-METALATED
COMPLEXES
11
1.4.3
IRIDIUM
AND
RUTHENIUM
11
1.5
INTRAMOLECULAR
C(SP
3
)
*
H
BOND
INSERTION
11
1.5.1
CHEMOSELECTIVITY
13
1.5.1.1
CATALYST
EFFECTS
13
1.5.1.2
SUBSTRATE
EFFECTS
14
1.5.2
REGIOSELECTIVITY
16
1.5.2.1
FORMATION
OF
THREE-MEMBERED
RINGS
17
1.5.2.2
FORMATION
OF
FOUR-MEMBERED
RINGS
18
1.5.2.3
FORMATION
OF
FIVE-MEMBERED
RINGS
20
1.5.2.4
FORMATION
OF
SIX-MEMBERED
RINGS
20
1.5.3
DIASTEREOSELECTIVITY
23
1.5.3.1
SUBSTRATE
EFFECTS
23
1.5.3.2
CATALYST
EFFECTS
25
VI
CONTENTS
1.5.4
ENANTIOSELECTIVITY
25
1.6
INTERMOLECULAR
C(SP
3
)
*
H
BOND
INSERTION
30
1.6.1
CHEMOSELECTIVITY
30
1.6.1.1
DIAZO
COMPOUNDS
32
1.6.1.2
CATALYST
EFFECTS
34
1.6.1.3
SUBSTRATE
FUNCTIONAL
GROUPS
35
1.6.2
REGIOSELECTIVITY
36
1.6.2.1
SUBSTRATE
EFFECTS
36
1.6.2.2
CATALYST
EFFECTS
38
1.6.2.3
DIAZO
COMPOUND
EFFECTS
39
1.6.3
DIASTEREOSELECTIVITY
39
1.6.3.1
SUBSTRATE
EFFECTS
39
1.6.3.2
CATALYST
EFFECTS
42
1.6.4
ENANTIOSELECTIVITY
43
1.7
CONCLUSION
45
REFERENCES
45
2
STEREOSELECTIVE
C
*
N
BOND-FORMING
REACTIONS
THROUGH
C(SP
3
)
*
H
BOND
INSERTION
OF
METAL
NITRENOIDS
51
PHILIPPE
DAUBAN,
ROMAIN
REY-RODRIGUEZ,
AND
AH
NASRALLAH
2.1
INTRODUCTION
51
2.2
HISTORICAL
BACKGROUND
52
2.2.1
SEMINAL
STUDIES
IN
CATALYTIC
C(SP
3
)-H
AMINATION
52
2.2.2
MECHANISTIC
AND
STEREOCHEMICAL
ISSUES
56
2.3
CATALYTIC
STEREOSELECTIVE
C(SP
3
)-H
AMINATION
REACTIONS
WITH
IMINOIODINANES
60
2.3.1
CATALYTIC
INTERMOLECULAR
ENANTIOSELECTIVE
REACTIONS
(CHIRALITY
ONLY
ON
THE
METAL
COMPLEX)
60
2.3.2
CATALYTIC
INTRAMOLECULAR
ENANTIOSELECTIVE
REACTIONS
63
2.3.3
CATALYTIC
INTERMOLECULAR
DIASTEREOSELECTIVE
REACTIONS
(CHIRALITY
ON
THE
METAL
COMPLEX
AND
THE
NITRENE
PRECURSOR)
66
2.4
CATALYTIC
STEREOSELECTIVE
C(SP
3
)-H
AMINATION
REACTIONS
WITH
AZIDES
67
2.4.1
TRANSITION
METAL-CATALYZED
C(SP
3
)-H
AMINATION
REACTIONS
67
2.4.2
ENZYMATIC
C(SP
3
)-H
AMINATION
REACTIONS
68
2.5
CATALYTIC
STEREOSELECTIVE
C(SP
3
)-H
AMINATION
REACTIONS
WITH
N-(
SULFONYLOXY)
CARBAMATES
70
2.6
CONCLUSION
72
REFERENCES
72
PART
I.B
C(SP
3
)-H
ACTIVATION
AS
STEREODISCRIMINANT
STEP
77
3
ENANTIOSELECTIVE
INTRA-
AND
INTERMOLECULAR
COUPLINGS
79
QIAOQIAO
TENG
AND
WEI-LIANG
DUAN
3.1
INTRODUCTION
79
CONTENTS
VII
3.2
3.2.1
3.2.2
3.3
3.3.1
3.3.2
3.3.3
3.4
ENANTIOSELECTIVE
INTRAMOLECULAR
COUPLINGS
OF
ALIPHATIC
SUBSTRATES
79
C-C
COUPLING
79
C-X
COUPLING
89
ENANTIOSELECTIVE
INTERMOLECULAR
COUPLINGS
OF
ALIPHATIC
SUBSTRATES
90
PD
CATALYSIS
91
RH
CATALYSIS
102
IR
CATALYSIS
102
CONCLUSION
104
REFERENCES
105
4
SUBSTRATE-CONTROLLED
TRANSFORMATION:
DIASTEREOSELECTIVE
FUNCTIONALIZATION
107
SHENG-YI
YAN,
BIN
LIU,
AND
BING-FENG
SHI
4.1
4.2
INTRODUCTION
107
DIASTEREOSELECTIVE
FUNCTIONALIZATIONS
OF
N-
PHTHALOYL-A-AMINO
ACIDS
108
4.2.1
DIASTEREOSELECTIVE
[3-C(SP
3
)-H
FUNCTIONALIZATIONS
OF
TV-PHTHALOYL-A-AMINO
ACIDS
108
4.2.1.1
4.2.1.2
4.2.2
BIDENTATE
DIRECTING
GROUP
108
MONODENTATE
DIRECTING GROUP
114
DIASTEREOSELECTIVE
Y-C(SP
3
)-H
FUNCTIONALIZATION
OF
A-AMINO
ACID
DERIVATIVES
114
4.3
DIASTEREOSELECTIVE
C-H
ACTIVATION
CONTROLLED
BY
CHIRAL
AUXILIARY
116
4.4
DIASTEREOSELECTIVE
C(SP
3
)-H
FUNCTIONALIZATION
OF
CONFORMATIONALLY
RESTRICTED
CYCLIC
SUBSTRATES
121
4.5
SUMMARY
AND
CONCLUSIONS
127
REFERENCES
128
PART
II
STEREOSELECTIVE
SYNTHESIS
IMPLYING
ACTIVATION
OF
C(SP
2
)
*
H
BONDS
131
5
PLANAR
CHIRALITY
VIA
C(SP
2
)-H
ACTIVATION
INVOLVED
IN
STEREODISCRIMINANT
STEP
133
QING
GU
AND
SHU-LI
YOU
5.1
INTRODUCTION
133
5.2
DIASTEREOSELECTIVE
SYNTHESIS
OF
PLANAR
CHIRAL
FERROCENES
134
5.3
ENANTIOSELECTIVE
SYNTHESIS
OF
PLANAR
CHIRAL
FERROCENES
134
5.3.1
PD(II)-CATALYZED
DIRECT
C
*
H
BOND
FUNCTIONALIZATION
134
5.3.2
PD(O)-CATALYZED
DIRECT
C
*
H
BOND
FUNCTIONALIZATION
140
5.3.3
IR/RH-CATALYZED
DIRECT
C
*
H
BOND
FUNCTIONALIZATION
144
5.3.4
AU/PT-CATALYZED
DIRECT
C
*
H
BOND
FUNCTIONALIZATION
146
5.4
CONCLUSION
147
REFERENCES
148
VIII
CONTENTS
6
AXIAL
CHIRALITY
VIA
C(SP
2
)-H
ACTIVATION
INVOLVED
IN
STEREODISCRIMINANT
STEP
151
QUENTIN
DHERBASSY,
JOANNA
WENCEL-DELORD,
AND
FRANCHISE
COLOBERT
6.1
6.2
6.2.1
6.2.2
6.2.3
6.2.4
6.2.5
6.3
INTRODUCTION
151
ASYMMETRIC
COUPLING
OF
TWO
ARENES
BY
OXIDATIVE
DIMERIZATION
152
COPPER-CATALYZED
REACTIONS
153
VANADIUM-CATALYZED
REACTIONS
154
IRON-CATALYZED
REACTIONS
155
APPLICATION
IN
THE
SYNTHESIS
OF
NATURAL
PRODUCTS
155
CONCLUSION
156
STEREOSELECTIVE
C-H
FUNCTIONALIZATION
OF
PROCHIRAL
OR
RACEMIC
BIARYLS
158
6.3.1
6.3.2
ASYMMETRIC
C-H
ALKYLATION
OF
NAPHTHYLPYRIDINES
158
DIASTEREOSELECTIVE
C-H
FUNCTIONALIZATION
USING
A
CHIRAL
DIRECTING
GROUP
159
6.3.2.1
6.3.2.2
6.3.3
6.3.4
SULFINYL
AS
CHIRAL
DIRECTING
GROUP
159
PHOSPHATES
AS
CHIRAL
DIRECTING
GROUP
162
ENANTIOSELECTIVE
C-H
FUNCTIONALIZATION
OF
RACEMIC
BIARYL
163
STEREOSELECTIVE
C-H
FUNCTIONALIZATION
USING
A
TRANSIENT
CHIRAL
DIRECTING GROUP
165
6.3.5
6.4
6.4.1
6.4.2
6.4.3
6.4.4
6.5
CONCLUSION
167
ATROPOSELECTIVE
CROSS-COUPLING
OF
TWO
MOIETIES
167
PD-CATALYZED
C-H
ARYLATION
OF
THIOPHENE
DERIVATIVES
167
PD-CATALYZED
C-H
ARYLATION
OF
BIARYL
SULFOXIDES
169
RH-CATALYZED
C-H
ARYLATION
OF
DIAZONAPHTHOQUINONES
171
CONCLUSION
172
GENERAL
CONCLUSION
172
REFERENCES
172
7
CENTRAL
CHIRALITY
VIA
ASYMMETRIC
C(SP
2
)-H
ACTIVATION
IMPLYING
DESYMMETRIZATION
AND
KINETIC
RESOLUTION
175
SOUFYAN
JERHAOUI,
FRANQOISE
COLOBERT
;
AND
JOANNA
WENCEL-DELORD
7.1
SYNTHESIS
OF
C-STEREOGENIC
MOLECULES
VIA
C(SP
2
)-H
FUNCTIONALIZATION
175
7.1.1
7.1.2
7.2
DESYMMETRIZATION
175
KINETIC
RESOLUTION
182
SYNTHESIS
OF
P-CENTRAL
CHIRAL
MOLECULES
VIA
C(SP
2
)-H
FUNCTIONALIZATION
183
7.3
SYNTHESIS
OF
CHIRAL
ORGANOSILICON
MOLECULES
VIA
C(SP
2
)-H
FUNCTIONALIZATION
187
7.4
7.5
SYNTHESIS
OF
S-CHIRAL
MOLECULES
VIA
C(SP
2
)-H
FUNCTIONALIZATION
189
CONCLUSIONS
190
REFERENCES
191
CONTENTS
IX
INDEX
275
8
NON-STEREOSELECTIVE
C(SP
2
)-H
ACTIVATION
FOLLOWED
BY
SELECTIVE
FUNCTIONALIZATION
OF
METALLACYCLIC
INTERMEDIATE
193
XIAOHONG
CHEN,
XUE
GONG,
BO
WANG,
AND
GUOYONG
SONG
8.1
8.2
8.2.1
8.2.2
8.2.3
8.2.4
8.3
8.3.1
8.3.2
8.3.3
8.4
INTRODUCTION
193
INTRAMOLECULAR
COUPLINGS
194
PALLADIUM
AND
NICKEL
CATALYSIS
194
RHODIUM
CATALYSIS
196
IRIDIUM
CATALYSIS
200
ENANTIOSELECTIVE
HYDROACYLATION
203
INTERMOLECULAR
COUPLINGS
210
RHODIUM
CATALYSIS
210
IRIDIUM
CATALYSIS
219
OTHER
METAL
CATALYSIS
226
CONCLUSION
231
ACKNOWLEDGMENTS
231
REFERENCES
231
9
DIASTEREOSELECTIVE
FORMATION
OF
ALKENES
THROUGH
C(SP
2
)
*
H
BOND
ACTIVATION
239
PARTHASARATHY
GANDEEPAN
AND
LUTZ
ACKERMANN
9.1
9.2
9.2.1
9.2.2
9.3
9.4
9.4.1
9.4.2
9.5
9.5.1
9.5.2
9.6
INTRODUCTION
239
C-H
ACTIVATION
WITH
ALKENES
241
NONDIRECTED
C-H
ALKENYLATION
241
DIRECTED
C-H
ALKENYLATION
244
C-H
ACTIVATION
WITH
ALKENYL
(PSEUDO)HALIDES
250
HYDROARYLATION
252
HYDROARYLATION
OF
ALKYNES
252
HYDROARYLATION
OF
ALLENES
257
HYDROACYLATION
261
HYDROACYLATION
OF
ALKYNES
261
HYDROACYLATION
OF
ALLENES
263
CONCLUSION
264
REFERENCES
265
|
| any_adam_object | 1 |
| author2 | Colobert, Françoise Wencel-Delord, Joanna |
| author2_role | edt edt |
| author2_variant | f c fc j w d jwd |
| author_GND | (DE-588)1197158987 (DE-588)1197159118 |
| author_facet | Colobert, Françoise Wencel-Delord, Joanna |
| building | Verbundindex |
| bvnumber | BV046183556 |
| classification_rvk | VK 5500 |
| ctrlnum | (OCoLC)1136446796 (DE-599)DNB1178708780 |
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| format | Book |
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| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
| genre_facet | Aufsatzsammlung |
| id | DE-604.BV046183556 |
| illustrated | Illustrated |
| indexdate | 2024-07-10T08:37:33Z |
| institution | BVB |
| institution_GND | (DE-588)16179388-5 |
| isbn | 9783527343409 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-031563066 |
| oclc_num | 1136446796 |
| open_access_boolean | |
| owner | DE-11 |
| owner_facet | DE-11 |
| physical | xi, 281 Seiten Illustrationen |
| publishDate | 2019 |
| publishDateSearch | 2019 |
| publishDateSort | 2019 |
| publisher | Wiley-VCH |
| record_format | marc |
| spelling | C-H Activation for Asymmetric Synthesis Weinheim Wiley-VCH 2019 xi, 281 Seiten Illustrationen txt rdacontent n rdamedia nc rdacarrier Kohlenstoff-Wasserstoff-Bindung (DE-588)4844082-6 gnd rswk-swf Aktivierung Chemie (DE-588)4141761-6 gnd rswk-swf Asymmetrische Synthese (DE-588)4135603-2 gnd rswk-swf Catalysis Chemie Chemistry Katalyse Methods - Synthesis & Techniques Organische Chemie Organische Chemie / Methoden, Synthesen, Verfahren Pharmaceutical & Medicinal Chemistry Pharmazeutische u. Medizinische Chemie (DE-588)4143413-4 Aufsatzsammlung gnd-content Asymmetrische Synthese (DE-588)4135603-2 s Kohlenstoff-Wasserstoff-Bindung (DE-588)4844082-6 s Aktivierung Chemie (DE-588)4141761-6 s DE-604 Colobert, Françoise (DE-588)1197158987 edt Wencel-Delord, Joanna (DE-588)1197159118 edt Wiley-VCH (DE-588)16179388-5 pbl Erscheint auch als Online-Ausgabe, EPDF 978-3-527-81084-0 Erscheint auch als Online-Ausgabe, EPUB 978-3-527-81086-4 X:MVB http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34340-9/ DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031563066&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis SWB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031563066&sequence=000003&line_number=0002&func_code=DB_RECORDS&service_type=MEDIA Buchcover |
| spellingShingle | C-H Activation for Asymmetric Synthesis Kohlenstoff-Wasserstoff-Bindung (DE-588)4844082-6 gnd Aktivierung Chemie (DE-588)4141761-6 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd |
| subject_GND | (DE-588)4844082-6 (DE-588)4141761-6 (DE-588)4135603-2 (DE-588)4143413-4 |
| title | C-H Activation for Asymmetric Synthesis |
| title_auth | C-H Activation for Asymmetric Synthesis |
| title_exact_search | C-H Activation for Asymmetric Synthesis |
| title_full | C-H Activation for Asymmetric Synthesis |
| title_fullStr | C-H Activation for Asymmetric Synthesis |
| title_full_unstemmed | C-H Activation for Asymmetric Synthesis |
| title_short | C-H Activation for Asymmetric Synthesis |
| title_sort | c h activation for asymmetric synthesis |
| topic | Kohlenstoff-Wasserstoff-Bindung (DE-588)4844082-6 gnd Aktivierung Chemie (DE-588)4141761-6 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd |
| topic_facet | Kohlenstoff-Wasserstoff-Bindung Aktivierung Chemie Asymmetrische Synthese Aufsatzsammlung |
| url | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34340-9/ http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031563066&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031563066&sequence=000003&line_number=0002&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT colobertfrancoise chactivationforasymmetricsynthesis AT wenceldelordjoanna chactivationforasymmetricsynthesis AT wileyvch chactivationforasymmetricsynthesis |