Binary 1,4-asymmetric induction toward imines from a single allyltin reagent with a chiral oxygen functional group

A single allyltin reagent possessing a chiral oxygen functional group afforded each diastereomeric product in the reaction with N-sulfonylimines promoted by appropriate Lewis acids in a binary stereoselective manner. InCl(3) selectively provided the syn-1,4-amino alcohol derivatives, while BF(3) and TiCl(4) gave the anti-products preferentially. (C) 2010 Elsevier Ltd. All rights reserved.