Allyl sulfones as synthons for 1, 1-and 1, 3-dipoles via organopalladium chemistry

BM Trost, NR Schmuff, MJ Miller

Index: Trost, Barry M.; Schmuff, Norman R.; Miller, Michael J. Journal of the American Chemical Society, 1980 , vol. 102, # 18 p. 5979 - 5981

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Citation Number: 135

Abstract

The sulfone group has proven exceedingly useful via its ability to stabilize an adjacent carbanion, but it generally fails to serve as a leaving group in nucleophilic displa~ ements. l- ~ If, by choosing the appropriate metal reagent, it could become possible to restructure the reactivity profile of the allyl sulfone from a nucleophile to an electrophile, the allyl sulfone would become the functional equivalent of either a 1, 3-dipole (1) or a 1, l-dipole (2). In ...