Jump to main content
Jump to site search

Issue 6, 2010
Previous Article Next Article

Novel thiourea-amine bifunctional catalysts for asymmetric conjugate addition of ketones/aldehydes to nitroalkenes: rational structural combination for high catalytic efficiency

Author affiliations

Abstract

A series of thiourea-amine bifunctional catalysts have been developed by a rational combination of prolines with cinchona alkaloids, which are connected by a thiourea motif. The catalyst 3a, prepared from L-proline and cinchonidine, was found to be a highly efficient catalyst for the conjugate addition of ketones/aldehydes to a wide range of nitroalkenes (up to 98/2 dr and 96% ee). The privileged cinchonidine backbone and the thiourea motif are essential to the reaction activity and enantioselectivity.

Graphical abstract: Novel thiourea-amine bifunctional catalysts for asymmetric conjugate addition of ketones/aldehydes to nitroalkenes: rational structural combination for high catalytic efficiency

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 09 Dec 2009, accepted on 12 Jan 2010 and first published on 21 Jan 2010


Article type: Communication
DOI: 10.1039/B925962G
Citation: Org. Biomol. Chem., 2010,8, 1275-1279
  •   Request permissions

    Novel thiourea-amine bifunctional catalysts for asymmetric conjugate addition of ketones/aldehydes to nitroalkenes: rational structural combination for high catalytic efficiency

    J. Chen, Y. Cao, Y. Zou, F. Tan, L. Fu, X. Zhu and W. Xiao, Org. Biomol. Chem., 2010, 8, 1275
    DOI: 10.1039/B925962G

Search articles by author