Keyword Search:


Bookmark and Share

Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins.

Abdul Rahman, Mohd Basyaruddin and D. Headley, Allan and Dhungana, Kritanjali and M. Omar, Emmy (2011) Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins. Letters in Organic Chemistry, 8 (3). pp. 170-175. ISSN 1570-1786; 1875-6255

[img] PDF (Abstract)
82Kb

Official URL: http://www.benthamscience.com/

Abstract

A class of ionic liquid supported (ILS) (S)-pyrrolidine sulfonamide organocatalyst (1c), which was developed earlier in our lab, has been applied to a wider range of Michael addition reaction, involving various aryl-substituted nitroolefins and a series of aldehydes. Catalyst 1c catalyzes Michael additions in which only 2 equivalents of aldehydes to each equivalent of nitroolefin are required. With 10 mol% of ILS catalyst 1c loading, moderate to excellent yields (51- 98%) with moderate enantioselectivities (28-83% ee) and high diastereoselectivities (syn/anti ratio up to 97/3) were obtained. Moreover, the catalyst 1c could be easily recycled and reused for at least 5 times with slightly reduced activities.

Item Type:Article
Keyword:Asymmetric catalysis; Ionic liquid; Michael addition; Nitroolefins; Aldehydes; Cornerstone; Enantioselective; Organocatalytic; Methyl.
Faculty or Institute:Faculty of Science
Publisher:Bentham Science Publishers
ID Code:25057
Deposited By: Nur Farahin Ramli
Deposited On:30 Jul 2013 16:43
Last Modified:02 Oct 2015 10:22

Repository Staff Only: Edit item detail