Tetrahedron

Selective cleavage of acetals with ZnBr 2 in dichloromethane

C Ribes, E Falomir, J Murga

Index: Ribes, Celia; Falomir, Eva; Murga, Juan Tetrahedron, 2006 , vol. 62, # 6 p. 1239 - 1244

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Citation Number: 8

Abstract

A selective cleavage of acetals of 1, 2-and 1, 3-diols has been achieved under mild conditions using ZnBr2 in dichloromethane at room temperature. Acetal types cleavable by this procedure include benzylidene, isopropylidene and cyclohexylidene acetals. This method is compatible with several other types of hydroxyl protecting groups such as Bn, Bz, TBDPS, TIPS and TBDMS.

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