Asymmetric addition of aryloxy ethynyl lithium derivatives to N-sulfinyl imines

摘要

Aryloxy ethynyl lithium species can be generated in diethyl ether and efficiently added to aliphatic and aromatic iV-sulfmyl imines in THF, affording aryloxy-propargyl sulfinamides in good yield, and in most cases high diastereoselectivity. The diastereoselectivity can be reversed by precomplexation of the N-sulfinyl imine with BF3·OEt2.