An easy and efficient epoxide opening to give halohydrins using tin (II) halides

C Einhorn, JL Luche

Index: Einhorn, Cathy; Luche, Jean-Louis Journal of the Chemical Society, Chemical Communications, 1986 , # 17 p. 1368 - 1369

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Citation Number: 17

Abstract

Epoxides are readily converted into halohydrins by tin(l1) halides in a variety of solvents. ... We recently described a sonochemical method for the nucleophilic addition of allylic groups in the presence of metallic tin in aqueous media.l In an attempt to apply this method to epoxides, we found that incorporation of the allylic residue did not occur, but instead the corresponding halo- hydrin was formed as the major product. Examination of the conditions revealed that ...