Jump to main content
Jump to site search

Issue 35, 2005
Previous Article Next Article

Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives

Author affiliations

Abstract

A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to β-nitrostyrene; thiourea derivative 1e was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins.

Graphical abstract: Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives

Back to tab navigation

Supplementary files

Publication details

The article was received on 22 Jun 2005, accepted on 18 Jul 2005 and first published on 08 Aug 2005


Article type: Communication
DOI: 10.1039/B508833J
Citation: Chem. Commun., 2005,0, 4481-4483
  •   Request permissions

    Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives

    J. Ye, D. J. Dixon and P. S. Hynes, Chem. Commun., 2005, 0, 4481
    DOI: 10.1039/B508833J

Search articles by author

Spotlight

Advertisements