Comparison of the Reaction of Benzylammonium N-Methylides with That of Benzylsulfonium S-Methylides.

…, C Zhang, Y Maeda, N Shirai, S IKEDA, Y Sato

Index: Nishimura, Tomofumi; Zhang, Chen; Maeda, Yasuhiro; Shirai, Naohiro; Ikeda, Shin-ichi; Sato, Yoshiro Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 2 p. 267 - 272

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Citation Number: 9

Abstract

Allylbenzylsulfonium S-methylides 8S and dibenzylsulfonium S-methylides 18S have been generated by the fluoride ion-induced desilylation of S-benzyl-S-[(trimethylsilyl) methyl](alk-2- enyl) sulfonium salts 4S and S-benzyl-S-[(trimethylsilyl) methyl](4-substituted benzyl) sulfonium salts 7S, and the isomerized products are compared with those of the corresponding N-methylides. S-Methylides 8S selectively rearrange toward the allyl ...