CAS 106018-85-3: 2-(TRIMETHYLSILYL)ETHANESULFONYL CHLORIde

2-Trimethylsilylethanesulfonyl chloride

2-(Trimethylsilyl)ethanesulfonylchloride is a n-oxide that can be used for the synthesis of aziridines. It is prepared by the reaction of triphenylphosphine and protonated trimethylsilyl chloride in the presence of amines. The reaction proceeds via an ionic mechanism, which involves the formation of a cationic adduct followed by a nucleophilic attack on the phosphorus atom. The asymmetric synthesis of 2-(trimethylsilyl)ethanesulfonylchloride is achieved through sulfonation and subsequent treatment with sodium nitrite. This method affords two different enantiomers, both are active as chiral auxiliaries in organic synthesis.