Synthesis 2001(12): 1883-1887
DOI: 10.1055/s-2001-17530
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Highly Diastereoselective Synthesis of trans-para-Menthanic Epoxyesters

Marie-Josèphe Bourgeois, Monique Campagnole, Evelyne Montaudon*
Laboratoire de Chimie des Substances Végétales (Institut du Pin), Université Bordeaux 1, 351, Cours de la Libération, 33405 Talence-Cedex, France
Fax: +33(5)56846422; e-Mail: e.montaudon@ipin.u-bordeaux.fr;
Further Information

Publication History

Received 28 March 2001
Publication Date:
12 August 2004 (online)

Abstract

A highly diastereoselective two-step synthesis of trans-para-menthanic epoxyesters from parent para-menthenic esters is presented. Among bromolactones or bromohydrines obtained with NBS in the first step, only those, which afforded trans-epoxides, reacted.