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

Tsakos, Michail; Elsegood, Mark; Kokotos, Christoforos G

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

journal contribution

posted on 2015-07-28, 07:36 authored by Michail Tsakos, Mark ElsegoodMark Elsegood, Christoforos G Kokotos

The first organocatalytic asymmetric reaction between 1,4-cyclohexanedione and nitroalkenes have 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.

History

School

Science

Department

Chemistry

Published in

CHEMICAL COMMUNICATIONS

Volume

49

Issue

22

Pages

2219 - 2221 (3)

Citation

TSAKOS, M., ELSEGOOD, M.R.J. and KOKOTOS, C.G., 2013. Organocatalytic asymmetric domino Michael-Henry reaction for the synthesis of substituted bicyclo[3.2.1]octan-2-ones. Chemical Communications, 49 (22), pp.2219-2221

Publisher

Version

AM (Accepted Manuscript)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Publication date

2013

Notes

This paper was submitted for publication in the journal "Chemical Communications" and the definitive version can be found at: http://dx.doi.org/10.1039/c3cc39165e