Abstract

The development of the enantioselective conjugate addition of aryl nucleophiles to Michael acceptors is an important objective in modern organic synthesis. The addition of 2-heteroaryl nucleophiles remains an obstacle mainly due to the instability of 2-heteroarylboronic acids. The authors describe a general strategy for the conjugate addition of 2-heteroaryl titanates and zinc reagents to cyclic enones, unsaturated lactones, and unsaturated lactams in high enantioselectivities and yields.

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