Asymmetric deprotonation-substitution of n-pop-benzylamines using [rli/(-)-sparteine]. Enantioselective sequential reactions and synthesis of n-heterocycles

Abstract

Pop-directed asymmetric deprotonation of benzylic amines using [n-BuLi/(−)-sparteine] provides an efficient method for the synthesis of chiral NCα and NCα,α′ derivatives with total selectivity with respect to competing allylic and ortho lithiation. The method described herein offers a straightforward route of accessing chiral N-Pop-protected nitrogen heterocycles.