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

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 electronical...

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Veröffentlicht in:Chemical science (Cambridge) 2012, Vol.3 (1), p.58-61
Hauptverfasser: Simonovich, Scott P, Van Humbeck, Jeffrey F, Macmillan, David W C
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:2041-6520
2041-6539
DOI:10.1039/c1sc00556a