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Communication | Regular issue | Vol 55, No. 2, 2001, pp.237-242
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9113
Asymmetric Baeyer-Villiger Oxidation of Cyclobutanones Using Diethylzinc/Oxygen/Chiral Amino Alcohols

Toshio Shinohara, Shingo Fujioka, and Hiyoshizo Kotsuki*

*Department of Material Science, Faculty of Science, Kochi University, 2-5-1, Akebono-cho, Kochi 780-8520, Japan

Abstract

A novel method for the asymmetric Baeyer-Villiger oxidation of cyclobutanones using diethylzinc/oxygen/chiral amino alcohols has been developed. The best result was obtained using (1R,2S)-N,N-diethylnorephedrine as the chiral ligand: 3-phenylcyclobutanone was converted into (S)-β-phenyl-γ-butyrolactone with 39% ee and in 75% chemical yield.