The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications

S G  Davies; A D  Smith; P D  Price

doi:10.1016/j.tetasy.2005.08.006

The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications

S G Davies, A D Smith, P D Price

Research output: Contribution to journal › Review article › peer-review

272 Citations (Scopus)

Abstract

This review delineates the scope and limitations of the conjugate addition of homochiral lithium amides to act as homochiral ammonia equivalents for the asymmetric synthesis of a range of beta-amino carboxylic acid derivatives and its widespread applications in synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	2833-2891
Number of pages	59
Journal	Tetrahedron: Asymmetry
Volume	16
Issue number	17
DOIs	https://doi.org/10.1016/j.tetasy.2005.08.006
Publication status	Published - 5 Sept 2005

Keywords

BETA-AMINO ACIDS
PARALLEL KINETIC RESOLUTION
NONPEPTIDE ALPHA(V)BETA(3) ANTAGONISTS
MEISENHEIMER REARRANGEMENT PROTOCOL
EXPEDITIOUS ASYMMETRIC-SYNTHESIS
RING CLOSING METATHESIS
CHIRAL BUILDING-BLOCK
ALPHA-HYDROXY ACIDS
IRON ACYL COMPLEXES
ENANTIOSELECTIVE SYNTHESIS

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10.1016/j.tetasy.2005.08.006

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title = "The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications",

abstract = "This review delineates the scope and limitations of the conjugate addition of homochiral lithium amides to act as homochiral ammonia equivalents for the asymmetric synthesis of a range of beta-amino carboxylic acid derivatives and its widespread applications in synthesis. (c) 2005 Elsevier Ltd. All rights reserved.",

keywords = "BETA-AMINO ACIDS, PARALLEL KINETIC RESOLUTION, NONPEPTIDE ALPHA(V)BETA(3) ANTAGONISTS, MEISENHEIMER REARRANGEMENT PROTOCOL, EXPEDITIOUS ASYMMETRIC-SYNTHESIS, RING CLOSING METATHESIS, CHIRAL BUILDING-BLOCK, ALPHA-HYDROXY ACIDS, IRON ACYL COMPLEXES, ENANTIOSELECTIVE SYNTHESIS",

author = "Davies, {S G} and Smith, {A D} and Price, {P D}",

year = "2005",

month = sep,

day = "5",

doi = "10.1016/j.tetasy.2005.08.006",

language = "English",

volume = "16",

pages = "2833--2891",

journal = "Tetrahedron: Asymmetry",

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TY - JOUR

T1 - The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications

AU - Davies, S G

AU - Smith, A D

AU - Price, P D

PY - 2005/9/5

Y1 - 2005/9/5

N2 - This review delineates the scope and limitations of the conjugate addition of homochiral lithium amides to act as homochiral ammonia equivalents for the asymmetric synthesis of a range of beta-amino carboxylic acid derivatives and its widespread applications in synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

AB - This review delineates the scope and limitations of the conjugate addition of homochiral lithium amides to act as homochiral ammonia equivalents for the asymmetric synthesis of a range of beta-amino carboxylic acid derivatives and its widespread applications in synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

KW - BETA-AMINO ACIDS

KW - PARALLEL KINETIC RESOLUTION

KW - NONPEPTIDE ALPHA(V)BETA(3) ANTAGONISTS

KW - MEISENHEIMER REARRANGEMENT PROTOCOL

KW - EXPEDITIOUS ASYMMETRIC-SYNTHESIS

KW - RING CLOSING METATHESIS

KW - CHIRAL BUILDING-BLOCK

KW - ALPHA-HYDROXY ACIDS

KW - IRON ACYL COMPLEXES

KW - ENANTIOSELECTIVE SYNTHESIS

U2 - 10.1016/j.tetasy.2005.08.006

DO - 10.1016/j.tetasy.2005.08.006

M3 - Review article

SN - 0957-4166

VL - 16

SP - 2833

EP - 2891

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

IS - 17

ER -

The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications

Abstract

Keywords

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