Issue 23, 2006

Organocatalytic regioselective Michael additions of cyclic enonesvia asymmetric phase transfer catalysis

Abstract

Cyclohexanone and cycloheptanone can be enantioselectively functionalized in the 3-position with up to 92% ee and 87% ee, respectively, by the base-promoted dimerization of the corresponding enones using 3,4,5-tribenzyloxybenzyl cinchoninium bromide, as a new effective catalyst.

Graphical abstract: Organocatalytic regioselective Michael additions of cyclic enones via asymmetric phase transfer catalysis

Supplementary files

Article information

Article type
Communication
Submitted
01 Sep 2006
Accepted
18 Oct 2006
First published
30 Oct 2006

Org. Biomol. Chem., 2006,4, 4281-4284

Organocatalytic regioselective Michael additions of cyclic enones via asymmetric phase transfer catalysis

R. Ceccarelli, S. Insogna and M. Bella, Org. Biomol. Chem., 2006, 4, 4281 DOI: 10.1039/B612606E

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