Asymmetric Catalytic Ketimine Mannich Reactions and Related Transformations

The catalytic enantioselective ketimine Mannich and its related reactions provide direct access to chiral building blocks bearing an alpha-tertiary amine stereogenic center, a ubiquitous structural motif in nature. Although ketimines are often viewed as challenging electrophiles, various approaches/strategies to circumvent or overcome the adverse properties of ketimines have been developed for these transformations. This review showcases the selected examples that highlight the benefits and utilities of various ketimines and remaining challenges associated with them in the context of Mannich, allylation, and aza-Morita-Baylis-Hillman reactions as well as their variants.

Automated summary

This review discusses the application and challenges of catalytic enantioselective ketimine Mannich and related reactions in synthesizing chiral building blocks. Various approaches have been developed to overcome the adverse properties of ketimines in these transformations.