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J Am Chem Soc. 2010 Aug 4;132(30):10227-9. doi: 10.1021/ja1037935.

Catalytic asymmetric epoxidation of alpha-branched enals.

Author information

1
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany.

Abstract

An asymmetric catalytic epoxidation of alpha-branched, alpha,beta-unsaturated aldehydes is presented. A highly synergistic combination of a primary cinchona-based amine and a chiral phosphoric acid was found to promote the reaction with excellent enantiocontrol for alpha-monosubstituted and alpha,beta-disubstituted enals.

PMID:
20662497
DOI:
10.1021/ja1037935

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