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

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posted on 2008-08-07, 00:00 authored by Pascual Oña-Burgos, Ignacio Fernández, Laura Roces, Laura Torre-Fernández, Santiago García-Granda, Fernando López-Ortiz
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.

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