Syntheses and Reactions of Optically Active Alkoxyaminosulfonium Salts

Article abstract of DOI:10.1246/bcsj.53.435

The optically active methoxymorpholino-p-tolylsulfonium salt has been synthesized by the reaction of optically active N-p-toluenesulfinylmorpholine with methyl trifluoromethanesulfonate.The sulfonium ion methylated benzylethylphenylamine and benzyl ethyl sulfide with assymetric induction to give the optically active benzylethylmethylphenylammonium ion and benzylethylmethylsulfonium ion respectively.The optically active methoxymorpholino-p-tolylsulfonium salt and diaminosulfonium salts have been prepared in a one pot reaction between N-p-toluenesulfenylmorpholine and 1-chlorobenzotriazole with methanol in the presence of 1-menthol at -80 deg C.