Catalytic Asymmetric Mannich Reaction with N‐Carbamoyl Imine Surrogates of Formaldehyde and Glyoxylate

• DOI: 10.1002/ange.201707005
• Publication Date: 2017-09-09T11:36:39Z
• Authors: Yang'en You; Long Zhang; Linfeng Cui; Xueling Mi; Sanzhong Luo
• Keywords: Imine; Mannich reaction

Abstract N,O‐acetals (NOAcs) were developed as bench stable surrogates for N‐carbamoyl, (Boc, Cbz and Fmoc) formaldehyde glyoxylate imines in asymmetric Mannich reactions. The NOAcs can be directly utilized the chiral primary amine catalyzed reactions of both acyclic cyclic β‐ketocarbonyls with high yields excellent stereoselectivity. current reaction offers a straightforward approach synthesis α‐ or β‐amino carbonyls bearing quaternary centers practical highly stereocontrolled manner.