Conformationally Rigid Chiral Pyridine <i>N</i>‐Oxides as Organocatalyst: Asymmetric Allylation of Aldehydes

Abstract

Abstract A pyridine unit with a conformationally rigid chiral backbone has been designed and synthesized in an enantiomerically pure form to utilize in the Lewis base‐catalyzed Sakurai–Hosomi–Denmark‐type allylation reaction. The chiral pyridine N ‐oxide in 1:1 mixture of chloroform and 1,1,2,2‐tetrachloroethane produced the homoallylic alcohols in up to 98% yield and up to 94% ee .