Dimethylsulfoxonium Methylide (DSM): A Versatile Reagent

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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