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Heteroaryl Titanates and Zinc Reagents in Enantioselective Conjugate Addition
A. J. Smith, L. K. Abbott, S. F. Martin*
The University of Texas at Austin, USA
20 November 2009 (online)
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.