Highly Enantioselective Addition of Diphenylzinc to Aliphatic and Aromatic Aldehydes Catalyzed by a Readily Available H₈-Binol Derivative

Ying-Chuan Qin, Lin Pu*

*Department of Chemistry, University of Virginia, Charlottesville, VA 22904-4319, USA, Email: lp6nvirginia.edu

Y.-C. Qin, L. Pu, Angew. Chem. Int. Ed., 2006, 45, 273-277.

DOI: 10.1002/anie.200503206 (free Supporting Information)

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Abstract

A H₈-binol derived catalyst allows high enantioselectivity in the reaction of diphenylzinc with both aliphatic and aromatic aldehydes. The use of this catalyst avoids the need for additives such as diethylzinc and the mild asymmetric reaction conditions make this chiral catalyst useful for general synthesis.

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Key Words

Benzylic alcohols, aldehydes, asymmetric synthesis, nucleophilic addition, zinc

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ID: J06-Y2006-000