A General Synthesis of (±)-γ-Substituted γ-Butyrolactones Using a Kinetic Alkylation-Ozonolysis Procedure

1 May 1994

journal article
research article
Published by Taylor & Francis in Synthetic Communications

Vol. 24 (10) , 1351-1361
https://doi.org/10.1080/00397919408011738

Abstract

A synthesis of (±)-γ-substituted γ-butyrolactones is described in which the key intermediates, γ-ketoesters, are prepared from the readily available 6-methyl-5-hepten-2-one using a kinetic alkylation-ozonolysis procedure; the method allows terminal ester and Z-alkene groups to be incorporated into the side-chain and thus can be used for the synthesis of (±)-γ-jasmolactone as well as other naturally occurring lactones.

Keywords

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