A Highly Diastereoselective Synthesis of trans-para-Menthanic Epoxyesters

Marie-Josèphe Bourgeois; Monique Campagnole; Evelyne Montaudon

doi:10.1055/s-2001-17530

PAPER

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;

Abstract

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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.

Key words

para-menthanic epoxyesters - highly diastereoselective epoxidation - highly diastereoselective synthesis

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References

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