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. 2012;3(1):58-61.
doi: 10.1039/c1sc00556a.

A general approach to the enantioselective α-oxidation of aldehydes via synergistic catalysis

Scott P Simonovich  1 , Jeffrey F Van Humbeck, David W C Macmillan
Affiliations

A general approach to the enantioselective α-oxidation of aldehydes via synergistic catalysis

Scott P Simonovich et al. Chem Sci. 2012.

Abstract

A new enantioselective α-oxidation of aldehydes has been accomplished using TEMPO and a synergistic combination of copper and organic catalysis. Expanding upon recently reported mechanistic studies, these mild catalytic conditions provide stable aldehyde products bearing a wide array of electronically and sterically diverse substructures. The utility of these oxidized products is highlighted by subsequent derivatization to a variety of common chiral synthons, without loss in enantiopurity.

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Figures

Scheme 1
Scheme 1
Elaboration to common enantioenriched synthons.
See this image and copyright information in PMC

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