Issue 10, 2002

Stereoselective cycloadditions of chiral acyl-nitroso compounds; selective reactions of ring-cleaved cycloadducts leading to a new approach to polyoxamic acid

Abstract

Diesters obtained from diacids produced by oxidative ring cleavage of cycloadducts derived from acyl-nitroso compounds and cyclic 1,3-dienes undergo highly regioselective hydrolysis on reaction with lithium hydroperoxide, which allows for easy differentiation of the carboxyl groups leading to a new approach to polyoxamic acid.

Graphical abstract: Stereoselective cycloadditions of chiral acyl-nitroso compounds; selective reactions of ring-cleaved cycloadducts leading to a new approach to polyoxamic acid

Article information

Article type
Communication
Submitted
13 Feb 2002
Accepted
03 Apr 2002
First published
15 Apr 2002

Chem. Commun., 2002, 1066-1067

Stereoselective cycloadditions of chiral acyl-nitroso compounds; selective reactions of ring-cleaved cycloadducts leading to a new approach to polyoxamic acid

A. G. Pepper, G. Procter and M. Voyle, Chem. Commun., 2002, 1066 DOI: 10.1039/B201645C

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