Tetrahedron letters

Preparation and reaction of 4-methoxybenzyl (MPM) and 3, 4-dimethoxybenzyl (DMPM) perfluoroimidates

N Nakajima, M Saito, M Ubukata

Index: Nakajima, Noriyuki; Saito, Miho; Ubukata, Makoto Tetrahedron Letters, 1998 , vol. 39, # 31 p. 5565 - 5568

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Citation Number: 20

Abstract

We have succeeded in one-pot preparation of perfluoroimidates at− 78° C by employing the dehydration of perfluoroamide under the “activated” dimethyl sulfoxide (DMSO) species followed by in situ nitrile trapping with alcohols. MPM and DMPM perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields.