Issue 23, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Orthogonal N,N-deprotection strategies of β-amino esters

Steven D. Bull,a   Stephen G. Davies,*a   Peter M. Kelly,a   Massimo Gianottia  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

β-Amino esters derived from the stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methyl-4-methoxybenzylamide to α,β-unsaturated esters may be orthogonally mono-N-deprotected under either oxidative or acid-promoted reaction conditions. Further oxidative deprotection affords β-amino acids or β-lactams.

Graphical abstract: Orthogonal N,N-deprotection strategies of β-amino esters

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Article information

DOI
https://doi.org/10.1039/B106389H
Article type
Paper
Submitted
18 Jul 2001
Accepted
09 Oct 2001
First published
12 Nov 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3106-3111

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Orthogonal N,N-deprotection strategies of β-amino esters

S. D. Bull, S. G. Davies, P. M. Kelly, M. Gianotti and A. D. Smith, J. Chem. Soc., Perkin Trans. 1, 2001, 3106 DOI: 10.1039/B106389H

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