" Syn-Effect" in the Desilylation Reaction of. GAMMA.-Silylated Allylic and Vinylic Sulfones

SK Guha, Y Ukaji, K Inomata

Index: Guha, Samar Kumar; Ukaji, Yutaka; Inomata, Katsuhiko Chemistry Letters, 2003 , vol. 32, # 12 p. 1158 - 1159

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Citation Number: 9

Abstract

The desilylation reaction of γ-silylated allylic sulfones was found to proceed through γ- silylated (E)-vinylic sulfones to afford the corresponding allylic sulfones by treatment with DBU and H 2 O. The Z/E ratio of the resulting allylic sulfones varied according to the γ- substituents of the γ-silylated sulfones. This stereochemical outcome was rationalized by “syn-effect.”