Asymmetric synthesis of β-haloaryl β-amino acid derivatives

Steven D. Bull; Stephen G. Davies; Santiago Delgado-Ballester; Peter M. Kelly; Luke J. Kotchie; Massimo Gianotti; Mario Laderas; Andrew D. Smith

doi:10.1039/b108573p

Asymmetric synthesis of β-haloaryl β-amino acid derivatives

Steven D. Bull, Stephen G. Davies^*, Santiago Delgado-Ballester, Peter M. Kelly, Luke J. Kotchie, Massimo Gianotti, Mario Laderas, Andrew D. Smith

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Lithium N-benzyl-N-α-methyl-4-methoxybenzylamide may be employed as a homochiral ammonia equivalent for the synthesis of homochiral β-haloaryl β-amino acid derivatives via a strategy involving its conjugate addition to α,β-unsaturated β-haloaryl acceptors and subsequent oxidative deprotection with ceric ammonium nitrate.

Original language	English
Pages (from-to)	3112-3121
Number of pages	10
Journal	Journal of the Chemical Society. Perkin Transactions 1
Volume	1
Issue number	23
DOIs	https://doi.org/10.1039/b108573p
Publication status	Published - 16 Nov 2001

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abstract = "Lithium N-benzyl-N-α-methyl-4-methoxybenzylamide may be employed as a homochiral ammonia equivalent for the synthesis of homochiral β-haloaryl β-amino acid derivatives via a strategy involving its conjugate addition to α,β-unsaturated β-haloaryl acceptors and subsequent oxidative deprotection with ceric ammonium nitrate.",

author = "Bull, {Steven D.} and Davies, {Stephen G.} and Santiago Delgado-Ballester and Kelly, {Peter M.} and Kotchie, {Luke J.} and Massimo Gianotti and Mario Laderas and Smith, {Andrew D.}",

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T1 - Asymmetric synthesis of β-haloaryl β-amino acid derivatives

AU - Bull, Steven D.

AU - Davies, Stephen G.

AU - Delgado-Ballester, Santiago

AU - Kelly, Peter M.

AU - Kotchie, Luke J.

AU - Gianotti, Massimo

AU - Laderas, Mario

AU - Smith, Andrew D.

PY - 2001/11/16

Y1 - 2001/11/16

N2 - Lithium N-benzyl-N-α-methyl-4-methoxybenzylamide may be employed as a homochiral ammonia equivalent for the synthesis of homochiral β-haloaryl β-amino acid derivatives via a strategy involving its conjugate addition to α,β-unsaturated β-haloaryl acceptors and subsequent oxidative deprotection with ceric ammonium nitrate.

AB - Lithium N-benzyl-N-α-methyl-4-methoxybenzylamide may be employed as a homochiral ammonia equivalent for the synthesis of homochiral β-haloaryl β-amino acid derivatives via a strategy involving its conjugate addition to α,β-unsaturated β-haloaryl acceptors and subsequent oxidative deprotection with ceric ammonium nitrate.

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DO - 10.1039/b108573p

M3 - Article

AN - SCOPUS:0035544075

SN - 1472-7781

VL - 1

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JO - Journal of the Chemical Society. Perkin Transactions 1

JF - Journal of the Chemical Society. Perkin Transactions 1

IS - 23

ER -

Asymmetric synthesis of β-haloaryl β-amino acid derivatives

Abstract

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