Modern amination methods:
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Format: | Buch |
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Sprache: | English |
Veröffentlicht: |
Weinheim [u.a.]
Wiley-VCH
2000
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Schlagworte: | |
Online-Zugang: | Inhaltsverzeichnis |
Beschreibung: | XVIII, 267 S. Ill. |
ISBN: | 3527299769 |
Internformat
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245 | 1 | 0 | |a Modern amination methods |c ed. by Alfredo Ricci |
264 | 1 | |a Weinheim [u.a.] |b Wiley-VCH |c 2000 | |
300 | |a XVIII, 267 S. |b Ill. | ||
336 | |b txt |2 rdacontent | ||
337 | |b n |2 rdamedia | ||
338 | |b nc |2 rdacarrier | ||
650 | 4 | |a Amination | |
650 | 4 | |a Amination | |
650 | 4 | |a Amination |x Methodology | |
650 | 4 | |a Transaminases | |
650 | 0 | 7 | |a Aminierung |0 (DE-588)4223165-6 |2 gnd |9 rswk-swf |
689 | 0 | 0 | |a Aminierung |0 (DE-588)4223165-6 |D s |
689 | 0 | |5 DE-604 | |
700 | 1 | |a Ricci, Alfredo |e Sonstige |4 oth | |
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=009054123&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-009054123 |
Datensatz im Suchindex
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adam_text |
CONTENTS
PREFACE
V
LIST
OF
AUTHORS
XV
CHAPTER
1
MODEM
ALLYLIC
AMINATION
METHODS
1
KARL
ANKER
JORGENSEN
1.1
INTRODUCTION
1
1.2
NUCLEOPHILIC
AMINATION
OF
FUNCTIONALIZED
ALKENES
2
1.2.1
AMINATION
OF
ALLYL
ALCOHOLS
3
1.2.2
AMINATION
OF
ALLYL
HALIDES
6
1.2.2.1
AMINATION
OF
ALLYL
HALIDES
AND
ACETATES
CATALYZED
BY
METAL
COMPLEXES
8
1.2.3
ELECTROPHILIC
AMINATION
OF
NON-FUNCTIONALIZED
ALKENES
14
1.2.4
AMINATION
WITH
NITRENE
COMPLEXES
15
1.2.5
AMINATION
BASED
ON
ENE-LIKE
PROCESSES
16
1.2.5.1
TYPE
1
REACTIONS:
ENE
REACTION
FOLLOWED
BY
[2,3]-SIGMATROPIC
REARRANGEMENT
19
1.2.5.2
TYPE
2
ENE
REACTIONS
22
1.2.6
ALLYLIC
AMINATION
WITH
AR-NX
AND
A
METAL
CATALYST
27
1.3
SUMMARY
32
ACKNOWLEDGMENTS
33
REFERENCES
33
CHAPTER
2
ELETROPHILIC
AMINATION
ROUTES
FROM
ALKENES
37
ELENA
FERNANDEZ
AND
JOHN
M.
BROWN
2.1
INTRODUCTION
37
2.2
INDIRECT
STOICHIOMETRIC
AMINATION
37
2.2.1
AMINATION
VIA
ORGANOBORON
COMPOUNDS
38
2.2.1.1
APPLICATIONS
TO
THE
SYNTHESIS
OF
PRIMARY
AMINES
41
2.2.1.2
APPLICATIONS
TO
THE
SYNTHESIS
OF
SECONDARY
AMINES
46
2.2.1.3
APPLICATIONS
TO
THE
SYNTHESIS
OF
TERTIARY
AMINES
51
2.2.2
AMINATION
VIA
ORGANOZIRCONIUM
COMPOUNDS
51
X
CONTENTS
2.3
INDIRECT
CATALYTIC
AMINATION
52
2.4
DIRECT
ALKENE
AMINATION
59
REFERENCES
61
CHAPTER
3
STEREOSELECTIVE
ELECTROPHILIC
AMINATION
WITH
SULFONYLOXYCARBAMATES
AND
AZODICARBOXYLATES
65
JEAN-PIERRE
GENET,
CHRISTINE
GREEK
AND
DAMIEN
LAVERGNE
3.1
INTRODUCTION
65
3.2
SULFONYLOXYCARBAMATES
67
3.2.1
PREPARATION
OF
A-[(ARYLSULFONYL)OXY]CARBAMATES
67
3.2.2
STEREOSELECTIVE
SYNTHESIS
OF
A-AMINO
CARBOXYLIC
AND
PHOSPHONIC
ACIDS
VIA
ELECTROPHILIC
AMINATION
WITH
LITHIUM
TERT-BUTYL
N-(TOSYLOXY)
CARBAMATE
68
3.2.2.1
A-AMINO
CARBOXYLIC
ACIDS
68
3.2.2.2
A-AMINO
PHOSPHONIC
ACIDS
68
3.2.3
REACTIONS
OF
ETHYL
A-((P-NITROBENZENESULFONYL)OXY(CARBAMATE
WITH
CHIRAL
ENAMINES
AND
ENOL
ETHERS
69
3.3
DIALKYLAZODICARBOXYLATES
71
3.3.1
ELECTROPHILIC
AMINATION
OF
SILYL
KETENE
ACETALS
72
3.3.2
ELECTROPHILIC
AMINATION
OF
CHIRAL
AMIDE
ENOLATES
76
3.3.3
ELECTROPHILIC
AMINATION
OF
CHIRAL
ESTER
ENOLATES
80
3.3.3.1
P-HYDROXY
ESTERS
80
3.3.3.2
P-AMINO
ESTERS
86
3.3.4
ELECTROPHILIC
AMINATION
OF
KETONE
ENOLATES
88
3.3.5
ELECTROPHILIC
AMINATION
OF
PHOSPHOROUS
STABILIZED
ANIONS
91
3.3.5.1
OXAZAPHOSPHOLANES
92
3.3.5.2
DIAZAPHOSPHOLIDINES
94
3.4
CHIRAL
ELECTROPHILIC
AMINATING
REAGENTS
96
3.4.1
AZODICARBOXYLATES
AND
AZODICARBOXAMIDES
96
3.4.2
CHIRAL
CATALYTIC
APPROACH
99
3.5
CONCLUSION
101
REFERENCES
101
CHAPTER
4
GLYCOSYLAMINES
AS
AUXILIARIES
IN
STEREOSELECTIVE
SYNTHESES
OF
CHIRAL
AMINO
COMPOUNDS
103
HEIKO
TIETGEN,
MARTIN
SCHULTZ-KUKULA
AND
HOST
KUNZ
4.1
INTRODUCTION
103
4.1.1
EXO
ANOMERIC
EFFECT
104
4.1.2
INFLUENCE
OF
COORDINATING
CENTERS
105
4.1.3
PSEUDO-ENANTIOMERIC
CARBOHYDRATES
IN
STEREOSELECTIVE
SYNTHESES
105
CONTENTS
XI
4.2
SYNTHESES
OF
AMINO
ACIDS
106
4.2.1
SYNTHESES
OF
ENANTIOMERICALLY
PURE
CT-AMINO
ACIDS
106
4.2.2
SYNTHESES
OF
ENANTIOMERICALLY
PURE
P-AMINO
ACIDS
108
4.2.3
REARRANGEMENT
REACTIONS
111
4.2.4
STEREOSELECTIVE
MULTICOMPONENT
REACTIONS
114
4.3
STEREOSELECTIVE
SYNTHESES
OF
CHIRAL
HETEROCYCLES
118
4.3.1
HETEROCYCLES
THROUGH
CYCLOADDITION
REACTIONS
118
4.3.2
STEREOSELECTIVE
SYNTHESES
OF
CHIRAL
PIPERIDINES
VIA
ADDITION
REACTIONS
TO
4-PYRIDONES
125
4.4
CONCLUSION
127
REFERENCES
127
CHAPTER
5
SYNTHESES
OF
TRANSITION
METAL
NITRIDE
COMPLEXES
129
CRAIG
S.
TOMOOKA,
HITOSHI
IIKURA
AND
ERICK
M.
CARREIRA
5.1
INTRODUCTION
129
5.2
NITROGEN-ATOM
SOURCES
FOR
THE
PREPARATION
OF
METAL
NITRIDES
130
5.2.1
N
3
REAGENTS
131
5.2.2
N
2
REAGENTS
132
5.2.3
N
1
REAGENTS
132
5.2.4
N
REAGENTS
133
5.2.5
OTHER
REAGENTS
134
5.3
LIGANDS
IN
METAL
NITRIDE
COMPLEXES
134
5.4
TRANSITION
METAL
NITRIDE
COMPLEXES
140
5.4.1
VANADIUM
140
5.4.2
TANTALUM
142
5.4.3
CHROMIUM
143
5.4.4
MOLYBDENUM
146
5.4.5
TUNGSTEN
150
5.4.6
MANGANESE
152
5.4.7
TECHNICIUM
155
5.4.8
RHENIUM
157
5.4.9
RUTHENIUM
159
5.4.10
OSMIUM
161
5.5
CONCLUSION
164
REFERENCES
165
CHAPTER
6
ASYMMETRIC
NITROGEN
TRANSFER
WITH
NITRIDOMANGANESE
COMPLEXES
169
SATOSHI
MINAKATA
AND
MITSUO
KOMATSU
6.1
6.2
INTRODUCTION
169
ACHIRAL
NITROGEN
ATOM
TRANSFER
TO
OLEFINS
170
CONTENTS
XII
6.2.1
NITROGEN
ATOM
TRANSFER
REACTION
WITH
ACHIRAL
NITRIDO
COMPLEXES
170
6.2.2
NITROGEN
ATOM
TRANSFER
AZIRIDINATION
OF
OLEFINS
WITH
OTHER
NITROGEN
SOURCES
174
6.3
6.4
SYNTHESIS
OF
CHIRAL
NITRIDOMANGANESE
COMPLEX
177
ASYMMETRIC
AZIRIDINATION
OF
OLEFINS
WITH
CHIRAL
NITRIDOMANGANESE
COMPLEXES
179
6.4.1
ASYMMETRIC
AZIRIDINATION
OF
STYRENE
WITH
NITRIDO
COMPLEX
179
6.4.2
THE
ASYMMETRIC
AZIRIDINATION
OF
STYRENE
WITH
A
VARIETY
OF
NITRIDO
COMPLEXES
183
6.4.3
6.4.4
6.4.5
6.5
ASYMMETRIC
AZIRIDINATION
OF
STYRENE
DERIVATIVES
185
AZIRIDINATION
OF
CONJUGATED
DIENES
188
ASYMMETRIC
AMINATION
OF
SILYL
ENOL
ETHER
191
CONCLUSION
192
REFERENCES
193
CHAPTER
7
PALLADIUM-CATALYZED
AMINATION
OF
ARYL
HALIDES
AND
SULFONATES
195
JOHN
F.
HARTWIG
7.1
7.1.1
7.1.2
INTRODUCTION
195
SYNTHETIC
CONSIDERATIONS
195
PRIOR
C-X
BOND-FORMING COUPLING
RELATED
TO
THE
AMINATION
OF
ARYL
HALIDES
197
7.1.3
7.1.4
7.2
7.2.1
7.2.2
7.3
NOVEL
ORGANOMETALLIC
CHEMISTRY
197
ORGANIZATION
OF
THE
CHAPTER
198
BACKGROUND
199
EARLY
PALLADIUM-CATALYZED
AMINATION
199
INITIAL
SYNTHETIC
PROBLEMS
TO
BE
SOLVED
201
PALLADIUM-CATALYZED
AMINATION
OF
ARYL
HALIDES
USING
AMINE
SUBSTRATES
201
7.3.1
INITIAL
INTERMOLECULAR
TIN-FREE
AMINATIONS
OF
ARYL
HALIDES
201
7.3.1.1
7.3.2
7.3.2.1
7.3.2.2
7.3.2.3
7.3.2.4
7.3.2.5
7.3.3
INITIAL
INTRAMOLECULAR
AMINATION
OF
ARYL
HALIDES
203
SECOND-GENERATION
CATALYSTS:
ARYL
BISPHDSPFIINES
204
AMINATION
OF
ARYL
HALIDES
204
,YY
;
AMINATION
OF
ARYL
TRIFLATES
208
S
,
.
,
.
,
AMINATION
OF
HETEROAROMATIC
HALIDES
209
AMINATION
OF
SOLID-SUPPORTED
ARYL
HALIDES
;
2IT
AMINATION
OF
POLYHALOGENATED
AROMATIC
SIITFCTTATEK
:
'2RJ
'
THIRD-GENERATION
CATALYSTS
WITH
ALKYLMONOPLPSPHIN^:
HIGH
TURNOVER
NUMBERS,
GENERAL
AMINATION,
,
OF
BROMIDES
AT
ROOM
TEMPERATURE,
ANA
GENERAL
'AMINATION
OF
ARYL
CHLORIDES
AT
LOW
TEMPERATURES
212
XIII
CONTENTS
7.3.3.1
HIGH-TEMPERATURE
AMINATIONS
INVOLVING
P(T-BU)
3
AS
LIGAND
212
7.3.3.2
USE
OF
STERICALLY
HINDERED
BISPHOSPHINE
LIGANDS
213
7.3.3.2.1
AMINATION
OF
ARYL
BROMIDES
AND
CHLORIDES
213
7.3.3.2.2
AMINATION
OF
ARYL
TOSYLATES
214
7.3.3.3
7.3.3.4
7.3.3.5
P,N
LIGANDS
AND
DIALKYIPHOSPHINOBIARYL
LIGANDS
215
PHENYL
BACKBONE-DERIVED
P,O
LIGANDS
216
LOW-TEMPERATURE
REACTIONS
EMPLOYING
P(T-BU)
3
AS
LIGAND
217
7.4
AROMATIC
C-N
BOND
FORMATION
WITH
NON-AMINE
SUBSTRATES
AND
AMMONIA
SURROGATES
219
7.4.1
7.4.2
7.4.3
7.4.4
7.5
7.6
7.6.1
7.6.1.1
7.6.1.2
7.6.1.3
7.7
7.7.1
7.7.2
7.7.3
AMIDES,
SULFONAMIDES
AND
CARBAMATES
221
ALLYLAMINE
AS
AN
AMMONIA
SURROGATE
222
IMINES
222
AZOLES
223
AMINATION
OF
BASE-SENSITIVE
ARYL
HALIDES
226
APPLICATIONS
OF
THE
AMINATION
CHEMISTRY
228
SYNTHESIS
OF
BIOLOGICALLY
ACTIVE
MOLECULES
228
ARYLATION
OF
SECONDARY
ALKYLAMINES
228
ARYLATION
OF
PRIMARY
ALKYLAMINES
230
ARYLATION
OF
PRIMARY
ARYLAMINES
231
APPLICATIONS
TO
MATERIALS
SCIENCE
233
POLYMER
SYNTHESIS
233
SYNTHESIS
OF
DISCRETE
OLIGOMERS
236
SYNTHESIS
OF
SMALL
MOLECULES
FOR
MATERIALS
APPLICATIONS
239
7.7.4
7.8
7.8.1
PALLADIUM-CATALYZED
AMINATION
FOR
LIGAND
SYNTHESIS
240
MECHANISM
OF
ARYL
HALIDE
AMINATION
AND
ETHERATION
241
OXIDATIVE
ADDITION
OF
ARYL
HALIDES
TO
L
2
PD
COMPLEXES
(L
=
P(O-TOLYL)
3
,
BINAP,
DPPF)
AND
ITS
MECHANISM
241
7.8.2
7.8.2.1
FORMATION
OF
AMIDO
INTERMEDIATES
244
MECHANISM
OF
PALLADIUM
AMIDE
FORMATION
FROM
AMINES
244
7.8.3
REDUCTIVE
ELIMINATIONS
OF
AMINES
FROM
PD(II)
AMIDO
COMPLEXES
247
7.8.4
COMPETING
(P-HYDROGEN
ELIMINATION
FROM
AMIDO
COMPLEXES
252
7.8.5
SELECTIVITY:
REDUCTIVE
ELIMINATION
VERSUS
P-HYDROGEN
ELIMINATION
253
7.8.6
7.8.6.1
OVERALL
CATALYTIC
CYCLE
WITH
SPECIFIC
INTERMEDIATES
255
MECHANISM
FOR
AMINATION
CATALYZED
BY
P(O-C
6
H
4
ME)
3
PALLADIUM
COMPLEXES
255
XIV
CONTENTS
7.8.6.2
MECHANISM
FOR
AMINATION
CATALYZED
BY
PALLADIUM
COMPLEXES
WITH
CHELATING
LIGANDS
256
7.9
SUMMARY
257
ACKNOWLEDGMENTS
258
REFERENCES
258
INDEX
263 |
any_adam_object | 1 |
building | Verbundindex |
bvnumber | BV013279652 |
callnumber-first | Q - Science |
callnumber-label | QD281 |
callnumber-raw | QD281.A6 |
callnumber-search | QD281.A6 |
callnumber-sort | QD 3281 A6 |
callnumber-subject | QD - Chemistry |
classification_rvk | VK 6000 VK 7400 |
ctrlnum | (OCoLC)43970713 (DE-599)BVBBV013279652 |
dewey-full | 547.25 |
dewey-hundreds | 500 - Natural sciences and mathematics |
dewey-ones | 547 - Organic chemistry |
dewey-raw | 547.25 |
dewey-search | 547.25 |
dewey-sort | 3547.25 |
dewey-tens | 540 - Chemistry and allied sciences |
discipline | Chemie / Pharmazie |
format | Book |
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id | DE-604.BV013279652 |
illustrated | Illustrated |
indexdate | 2024-11-22T17:12:48Z |
institution | BVB |
isbn | 3527299769 |
language | English |
oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-009054123 |
oclc_num | 43970713 |
open_access_boolean | |
owner | DE-29T DE-355 DE-BY-UBR DE-703 DE-19 DE-BY-UBM DE-11 |
owner_facet | DE-29T DE-355 DE-BY-UBR DE-703 DE-19 DE-BY-UBM DE-11 |
physical | XVIII, 267 S. Ill. |
publishDate | 2000 |
publishDateSearch | 2000 |
publishDateSort | 2000 |
publisher | Wiley-VCH |
record_format | marc |
spelling | Modern amination methods ed. by Alfredo Ricci Weinheim [u.a.] Wiley-VCH 2000 XVIII, 267 S. Ill. txt rdacontent n rdamedia nc rdacarrier Amination Amination Methodology Transaminases Aminierung (DE-588)4223165-6 gnd rswk-swf Aminierung (DE-588)4223165-6 s DE-604 Ricci, Alfredo Sonstige oth DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=009054123&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
spellingShingle | Modern amination methods Amination Amination Methodology Transaminases Aminierung (DE-588)4223165-6 gnd |
subject_GND | (DE-588)4223165-6 |
title | Modern amination methods |
title_auth | Modern amination methods |
title_exact_search | Modern amination methods |
title_full | Modern amination methods ed. by Alfredo Ricci |
title_fullStr | Modern amination methods ed. by Alfredo Ricci |
title_full_unstemmed | Modern amination methods ed. by Alfredo Ricci |
title_short | Modern amination methods |
title_sort | modern amination methods |
topic | Amination Amination Methodology Transaminases Aminierung (DE-588)4223165-6 gnd |
topic_facet | Amination Amination Methodology Transaminases Aminierung |
url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=009054123&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
work_keys_str_mv | AT riccialfredo modernaminationmethods |