Synlett 2009(13): 2201-2202  
DOI: 10.1055/s-0029-1217607
SPOTLIGHT
© Georg Thieme Verlag Stuttgart ˙ New York

Dimethylsulfonium Methylide: A Versatile Reagent

Huankai Yao*
School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, 300072, P. R. of China
e-Mail: hkyao@tju.edu.cn;
Further Information

Publication History

Publication Date:
23 July 2009 (online)

Introduction

Dimethylsulfonium methylide, Me2SCH2, was reported by Corey and Chaykovsky for the first time in 1962. [¹] It is a versatile nucleophile which can insert the methylene unit into certain unsaturated linkages, such as C=O and C=C, to form epoxides and cyclopropanes, respectively. [²] Utilization of this reagent is a reliable method in many synthetic applications and it has been well-utilized in the synthesis of functional molecules, especially bioactive natural products.

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