The Journal of organic chemistry

Dichloroketene-induced cyclizations of vinyl sulfilimines: application of the method in the synthesis of (±)-desoxyeseroline

A Padwa, S Nara, Q Wang

Index: Padwa, Albert; Nara, Shinji; Wang, Qiu Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8538 - 8549

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Citation Number: 24

Abstract

The reactions of several aryl-, furanyl-, and vinyl-substituted sulfilimines with dichloroketene proceeded at 25° C to yield thioalkyl-substituted γ-lactams. The overall process involves nucleophilic addition of the nitrogen atom of the sulfilimine onto the highly electrophilic ...