BCl3??Mediated Ene Reaction of Sulfur Dioxide and Unfunctionalized Alkenes

…, P Vogel, A Varela??Álvarez, JA Sordo

Index: Markovic, Dean; Volla, Chandra M. R.; Vogel, Pierre; Varela-Alvarez, Adrian; Sordo, Jose A. Chemistry - A European Journal, 2010 , vol. 16, # 20 p. 5969 - 5975

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Citation Number: 13

Abstract

Abstract The first ene reactions of SO 2 and unfunctionalized alkenes are reported. Calculations suggest that the endergonic ene reactions of SO 2 with alkenes can be used to generate β, γ-unsaturated sulfinyl and sulfonyl compounds. Indeed, in the presence of one equivalent of BCl 3, the unstable sulfinic acid form stable sulfinic acid⋅ BCl 3 complexes that can be reacted in situ with NCS to generate corresponding sulfonyl chlorides, or with a ...