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

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

Volume: 2 Issue: 2

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

Affiliation:

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

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.

Cite this article as:

Reddy Krishna Valluru, Haritha Buchammagari and Yamashita Mitsuji, Highly Diastereoselective Epoxidation of α,β-Unsaturated Carbonyl Compounds Using Sodium Peroxide, Letters in Organic Chemistry 2005; 2 (2) . https://dx.doi.org/10.2174/1570178053202964