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Paper | Regular issue | Vol 27, No. 5, 1988, pp.1241-1248
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4501
Diastereoconversion of Threo 2-Amino Alcohols to Erythro Isomers Through a New Cyclocarbamation

Shinzo Kano,* Yoko Yuasa, Tsutomu Yokomatsu, and Shiroshi Shibuya

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

A diastereoconversion of threo 2-amino alcohols to erythro isomers was achieved by treatment of N-Boc derivatives with thionyl chloride or with methanesulfonyl chloride in the presence of triethylamine, hereby cis-4,5-disubstituted oxazolidin-2-ones being produced.