Allyl, epoxy and glycosyl perfluoroimidates. One-pot preparation and reaction

N Nakajima, M Saito, M Kudo, M Ubukata

Index: Nakajima, Noriyuki; Saito, Miho; Kudo, Masabumi; Ubukata, Makoto Tetrahedron, 2002 , vol. 58, # 18 p. 3579 - 3588

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Citation Number: 18

Abstract

The one-pot preparation of allyl, epoxy and glycosyl perfluoroimidates and their reaction are described. Volatile perfluoronitriles were generated from perfluoroamides with an 'activated'dimethyl sulfoxide (DMSO) species at− 78° C. Allyl, epoxy and glycosyl perfluoroimidates were prepared in 44–92% yield following in situ nucleophilic addition of alcohol and sugar derivatives to nitriles. The obtained trifluoroacetimidates were more ...