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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 11
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Original Articles

An Improved Procedure for the Epoxidation of Methyl Cinnamate Derivatives and Production of Acid Sensitive Epoxides

Guillermo Moyna Center for Biological NMR, Department of Chemistry, Texas A&M University, College Station, TX, 77843-3255, USA
,
Howard J. Williams Center for Biological NMR, Department of Chemistry, Texas A&M University, College Station, TX, 77843-3255, USA
&
A. I. Scott. Center for Biological NMR, Department of Chemistry, Texas A&M University, College Station, TX, 77843-3255, USA
Pages 2235-2239 | Received 18 Dec 1995, Published online: 21 Aug 2006
 
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Abstract

By using a biphasic epoxidation system, unreactive methyl cinnamate derivatives were epoxidized at higher rates, and epoxides that decomposed in the presence of m-chlorobenzoic acid (mCBA) to diol ester opening products under standard conditions were obtained in fair to excellent yields.

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