Tetrahedron Letters

A mild method for the protection of alcohols using a para-methoxybenzylthio tetrazole (PMB-ST) under dual acid–base activation

SR Kotturi, JS Tan, MJ Lear

Index: Kotturi, Santosh R.; Tan, Jason S.; Lear, Martin J. Tetrahedron Letters, 2009 , vol. 50, # 37 p. 5267 - 5269

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Citation Number: 6

Abstract

With a view to expand the repertoire of chemoselective methods applicable to sensitive and multifunctional substrates, the p-methoxybenzylation of alcohols under essentially neutral conditions is reported. This was achieved by the silver triflate (AgOTf) activation of 5-(p- methoxybenzylthio)-1-phenyl-1H-tetrazole (PMB-ST) in the presence of 2, 6-di-tert-butyl-4- methylpyridine (DTBMP).