Application of l-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes
Tetrahedron Asymmetry, vol.23, no.2, pp.164-169, 2012 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 23 Issue: 2
- Publication Date: 2012
- Doi Number: 10.1016/j.tetasy.2012.01.008
- Journal Name: Tetrahedron Asymmetry
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.164-169
- Uşak University Affiliated: Yes
Abstract
The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of l-prolinamide derivatives and various acidic additives. (S)-1,1′-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehyde products with excellent yields (up to 95%), enantiomeric excesses (up to 99%) and diastereoselectivity ratios (up to 99:1). © 2012 Elsevier Ltd. All rights reserved.