Issue 22, 2013

Organocatalytic asymmetric domino Michael–Henry reaction for the synthesis of substituted bicyclo[3.2.1]octan-2-ones

Abstract

The first organocatalytic asymmetric reaction between 1,4-cyclohexanedione and nitroalkenes has been studied, affording bicyclo[3.2.1]octane derivatives containing four continuous stereogenic centres. The products were obtained through a domino Michael–Henry process as a single diastereoisomer with excellent enantioselectivities.

Graphical abstract: Organocatalytic asymmetric domino Michael–Henry reaction for the synthesis of substituted bicyclo[3.2.1]octan-2-ones

Supplementary files

Article information

Article type
Communication
Submitted
22 Dec 2012
Accepted
28 Jan 2013
First published
29 Jan 2013

Chem. Commun., 2013,49, 2219-2221

Organocatalytic asymmetric domino Michael–Henry reaction for the synthesis of substituted bicyclo[3.2.1]octan-2-ones

M. Tsakos, M. R. J. Elsegood and C. G. Kokotos, Chem. Commun., 2013, 49, 2219 DOI: 10.1039/C3CC39165E

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