α‐Alkylation of Mono‐Carbonyl Compounds with N‐Allylamines through Cooperative Actions of Lewis Acids and a Brønsted Base

Abstract

AbstractWe present a strategy for the union of N‐allylamines and carbonyl compounds by the concerted action of B(C6F5)3 and a N‐based Brønsted base under redox‐neutral conditions. The reaction of in situ generated conjugated iminium ions and enolates affords δ‐aminocarbonyl compounds without waste generation. Furthermore, we describe that the cooperative action of B(C6F5)3, a chiral Zn‐based complex, and an amine facilitates the stereoselective reaction of a glycinate Schiff base ester and an N‐allylamine to afford an α‐substituted α‐amino ester.