Issue 1, 2002

Diastereocontrolled synthesis of hydroxylated lactams

Abstract

Highly diastereoselective reductions and organometallic additions in bicyclic lactams have been observed, which appear to result either from a stereoelectronic interaction of the pyramidalised nitrogen lone pair or from steric interactions in the bicyclic system. These products can be readily deprotected to give hydroxylated lactams.

Graphical abstract: Diastereocontrolled synthesis of hydroxylated lactams

Article information

Article type
Paper
Submitted
05 Sep 2001
Accepted
02 Nov 2001
First published
05 Dec 2001

J. Chem. Soc., Perkin Trans. 1, 2002, 80-90

Diastereocontrolled synthesis of hydroxylated lactams

Mark. D. Andrews, A. G. Brewster and M. G. Moloney, J. Chem. Soc., Perkin Trans. 1, 2002, 80 DOI: 10.1039/B108056N

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