Ready nucleophilic ring opening of β-epoxy-sulphone,-sulphoxide, and-ester with grignard reagents

R Tanikaga, K Hosoya, A Kaji

Index: Tanikaga, Rikuhei; Hosoya, Ken; Kaji, Aritsune Journal of the Chemical Society, Chemical Communications, 1986 , # 11 p. 836 - 837

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Citation Number: 1

Abstract

Treatment of P-epoxy-sulphone, -sulphoxide, and -ester with Grignard reagents and copper(1) iodide in diethyl ether-tetrahydrofuran at low temperature leads to rapid ring opening without loss of chirality. ... Organometallic compounds such as organocuprates are useful reagents for nucleophilic ring opening of epoxides,l--3 and the treatment of epoxides containing a carbonyl group at the a-position with organocuprates results in nucleophilic ring