Synthesis of alkynyl Z-ketimines and their application in amine-catalyzed asymmetric Mannich reactions and conjugate addition

We developed a facile and practical synthesis of various alkynyl Z-ketimines, which can be used as a synthetic equivalent of alkyl ketimines. The obtained alkynyl Z-ketimines could be successfully applied in enantioselective Mannich reaction and conjugate addition catalyzed by a chiral amine with an acid functionality. (C) 2021 Elsevier Ltd. All rights reserved.

Automated summary

A facile and practical synthesis of alkynyl Z-ketimines has been developed, serving as a synthetic equivalent of alkyl ketimines. The obtained alkynyl Z-ketimines have been successfully utilized in enantioselective Mannich reaction and conjugate addition catalyzed by a chiral amine with an acid functionality.