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

Scott P. Simonovich; Jeffrey F. Van Humbeck; David W.C. MacMillan

doi:10.1039/c1sc00556a

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

Scott P. Simonovich, Jeffrey F. Van Humbeck, David W.C. MacMillan

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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.

Original language	English (US)
Pages (from-to)	58-61
Number of pages	4
Journal	Chemical Science
Volume	3
Issue number	1
DOIs	https://doi.org/10.1039/c1sc00556a
State	Published - Jan 2012

All Science Journal Classification (ASJC) codes

General Chemistry

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

Abstract

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