Issue 17, 2003

An (E)-selective synthesis of trisubstituted (E)-α,β-unsaturated acid derivatives

Abstract

Potassium alkoxides of N-acyloxazolidin-2-one derived syn-aldolates undergo a novel tandem intramolecular cyclisation elimination reaction to afford trisubstituted (E)-α,β-unsaturated amides in high d.e., which may be converted into their corresponding acids or oxazolines in good yield.

Graphical abstract: An (E)-selective synthesis of trisubstituted (E)-α,β-unsaturated acid derivatives

Supplementary files

Article information

Article type
Communication
Submitted
16 Apr 2003
Accepted
26 Jun 2003
First published
24 Jul 2003

Chem. Commun., 2003, 2184-2185

An (E)-selective synthesis of trisubstituted (E)-α,β-unsaturated acid derivatives

F. J. P. Feuillet, D. E. J. E. Robinson and S. D. Bull, Chem. Commun., 2003, 2184 DOI: 10.1039/B304213H

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