Asymmetric Deprotonation−Substitution of N-Pop-benzylamines Using [RLi/(−)-Sparteine]. Enantioselective Sequential Reactions and Synthesis of N-Heterocycles
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.