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Issue 11, 2012

Hexafluorobenzene: a powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

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Abstract

A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-L-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C6F6.

Graphical abstract: Hexafluorobenzene: a powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

Supplementary files

Article information


Submitted
30 Nov 2011
Accepted
08 Dec 2011
First published
12 Dec 2011

Chem. Commun., 2012,48, 1650-1652
Article type
Communication

Hexafluorobenzene: a powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

A. Lattanzi, C. De Fusco, A. Russo, A. Poater and L. Cavallo, Chem. Commun., 2012, 48, 1650 DOI: 10.1039/C2CC17488J

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