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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Highly Diastereoselective Epoxidation of α,β-Unsaturated Carbonyl Compounds Using Sodium Peroxide

Author(s): Valluru Krishna Reddy, Buchammagari Haritha and Mitsuji Yamashita

Volume 2, Issue 2, 2005

Page: [128 - 131] Pages: 4

DOI: 10.2174/1570178053202964

Price: $65

Abstract

A novel epoxidation method is described using sodium peroxide as an oxidant. A wide variety of α,β-unsaturated carbonyl compounds, particularly (E)-chalcones were oxidized to the corresponding epoxides in good to excellent yields. On the other hand, all reactions underwent smoothly in short reaction times, and the high reactivity of sodium peroxide was noticed for the first time toward the epoxidation of α,β-unsaturated carbonyl compounds, and kinetically proved. In all the cases, the epoxidation proceeded diastereospecifically.

Keywords: epoxides, sodium peroxide, carbonyl compounds, reaction kinetics, reaction mechanism


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