Asymmetric Thio-Michael/Nucleophilic Addition Domino Reaction with Chiral N-Sulfinimines

摘要

Optically active N-sulfinimines underwent stereoselective Michaelucleophilic addition domino reaction triggered by magnesium thiolate to give α-phenylthiomethyl-β-(N-sulfi-nylamino) esters in high diastereomeric excess. The adducts were readily converted into optically active α-methylene-β-(N-sulfinylamino)esters so that this reaction provides a useful asymmetric aza-Baylis-Hillman-equivalent method.