Issue 23, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Asymmetric synthesis of β-haloaryl β-amino acid derivatives

Steven D. Bull,a   Stephen G. Davies,*a   Santiago Delgado-Ballester,a   Peter M. Kelly,a   Luke J. Kotchie,a   Massimo Gianotti,a   Mario Laderasa  and  Andrew D. Smitha  

* Corresponding authors

a The Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK
E-mail: steve.davies@chemistry.ox.ac.uk

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.

Graphical abstract: Asymmetric synthesis of β-haloaryl β-amino acid derivatives

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Article information

DOI
https://doi.org/10.1039/B108573P
Article type
Paper
Submitted
20 Sep 2001
Accepted
15 Oct 2001
First published
16 Nov 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3112-3121

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Asymmetric synthesis of β-haloaryl β-amino acid derivatives

S. D. Bull, S. G. Davies, S. Delgado-Ballester, P. M. Kelly, L. J. Kotchie, M. Gianotti, M. Laderas and A. D. Smith, J. Chem. Soc., Perkin Trans. 1, 2001, 3112 DOI: 10.1039/B108573P

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