Synthesis 2007(23): 3751-3753  
DOI: 10.1055/s-2007-983850
PSP
© Georg Thieme Verlag Stuttgart · New York

Kinetic Resolution of Pyridyl Alcohols by Cu(II)(Borabox)-Catalyzed Acylation

Stephen J. Roseblade, Andreas Pfaltz*
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland
Fax: +41(61)2671103; e-Mail: [email protected];
Further Information

Publication History

Received 24 April 2007
Publication Date:
08 August 2007 (online)

Abstract

Kinetic resolution of pyridyl alcohols has been achieved using copper(II)(borabox)-catalyzed benzoylation. Selectivity factors (krel) of up to 125 have been observed and application to the synthesis of chiral pyridyl phosphine ligands is described.

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7

Benzoyl chloride has been identified as the optimal acylating reagent for kinetic resolution of 1,2-diols. See reference 6b.