Direct asymmetric α C(sp³)‒H alkylation of benzylamines with MBH acetates enabled by bifunctional pyridoxal catalysts.

ABSTRACT: Organocatalytic allylic substitution of Morita-Baylis-Hillman (MBH) adducts is widely regarded as one of the most powerful transformations in organic synthesis. A range of activated carbon nucleophiles have been successfully employed in this reaction, enabling the incorporation of diverse functional moieties. Despite its potential, the use of inert C-H nucleophiles-critical for broadening the reaction's versatility and synthetic utility-remains a significant challenge in the field. Direct α-C-H functionalization of benzyl amines with MBH adducts offers a promising route to form a new C-C bond while simultaneously establishing a chiral amine moiety, a feature highly attractive from the perspective of organic synthesis. However, this transformation is particularly challenging due to the inhe

SUBMITTER: Chen J 

PROVIDER: S-EPMC12660838 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature