Enantiodivergent 1,2- and 1,3-asymmetric induction in α- and β-alkoxyimines via metal tuning and stereodifferentiation

Abstract
Enantiodivergent 1,2- and 1,3-asymmetric induction in α- and β-alkoxyimines is realized via a combination of metal tuning and double stereodifferentiation; the chelation products (5) and (11) are obtained with allyl-MgCl, -AlEt3MgCl+, or -ZnBr, while the non-chelation products (6) and (12) are obtained with allyl-9-borabicyclo[3.3.1]nonane.