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Issue 23, 2001
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Orthogonal N,N-deprotection strategies of β-amino esters

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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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Publication details

The article was received on 18 Jul 2001, accepted on 09 Oct 2001 and first published on 12 Nov 2001


Article type: Paper
DOI: 10.1039/B106389H
Citation: J. Chem. Soc., Perkin Trans. 1, 2001,0, 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, 0, 3106
    DOI: 10.1039/B106389H

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