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Synfacts 2010(8): 0939-0939  
DOI: 10.1055/s-0030-1257757
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

La(CN)3-Catalyzed Acyl Silane-Ketone Benzoin Addition

Contributor(s): Paul Knochel, Andreas J. Wagner
J. C. Tarr, J. S. Johnson*
University of North Carolina at Chapel Hill, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

A lanthanum tricyanide catalyzed acyl silane-ketone benzoin addition is disclosed exhibiting a wide substrate scope. The resultant α-silyloxy ketones can be resolved using a CBS reduction with selectivity factors ranging from 9 to 15.