Issue 9, 2011

Enamine/carbene cascade catalysis in the diastereo- and enantioselective synthesis of functionalized cyclopentanones

Abstract

Herein we report an enantioselective synthesis of complex cyclopentanones using aliphatic aldehydes and activated enones. With the combination of a chiral secondary amine and a chiral triazolium catalyst, high diastereoselectivity and excellent enantioselectivity can be achieved. We present evidence of a clear cooperative effect when these two catalysts are present simultaneously in the system.

Graphical abstract: Enamine/carbene cascade catalysis in the diastereo- and enantioselective synthesis of functionalized cyclopentanones

Supplementary files

Article information

Article type
Edge Article
Submitted
22 Mar 2011
Accepted
23 May 2011
First published
16 Jun 2011

Chem. Sci., 2011,2, 1835-1838

Enamine/carbene cascade catalysis in the diastereo- and enantioselective synthesis of functionalized cyclopentanones

K. E. Ozboya and T. Rovis, Chem. Sci., 2011, 2, 1835 DOI: 10.1039/C1SC00175B

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