Enantioselective α-Arylation of Aldehydes via the Productive Merger of Iodonium Salts and Organocatalysis

Anna E. Allen and David W. C. MacMillan*

*Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States, Email: dmacmillprinceton.edu

A. E. Allen, D. W. C. MacMillan, J. Am. Chem. Soc., 2011, 133, 4260-4263.

DOI: 10.1021/ja2008906

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Abstract

An enantioselective α-arylation of aldehydes has been accomplished using diaryliodonium salts and a combination of copper and organic catalysts. These mild catalytic conditions allow the enantioselective construction and retention of enolizable α-formyl benzylic stereocenters, a valuable synthon for the production of medicinal agents.

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Key Words

α-Arylation, Alcohols, Sodium Borohydride

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ID: J48-Y2011-0740