Synlett 2008(9): 1423-1424  
DOI: 10.1055/s-2008-1067009
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Dimethylsulfoxonium Methylide (DSM): A Versatile Reagent

Chhama Awasthi*
Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad - 211002, U.P., India
e-Mail: chhama-awasthi@hotmail.com;
Further Information

Publication History

Publication Date:
07 May 2008 (online)

Introduction

Dimethylsulfoxonium methylide (DSM), also known as Corey-Chaykovsky reagent, has proved to be a versatile nucleophilic reagent capable of reacting with different chemical systems. Its industrial availability coupled with its potential to achieve original chemical transformations makes it a reagent of choice for the synthesis of new leads and innovative substances. It has found wide application in organic synthesis such as epoxidation, [1] cyclopropanation, [2] [3] aziridination, [4] extension of esters, [5] diolefination of cycloalkanones, [6] ring transformation, [7] polymerization, [8] formation of silyl enol ethers, [9] ring opening, [10] [11] and formation of chiral spiro[2.5]octanones by methylenation of cyclohexanones. [12]

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