Document Type
Article
Rights
This item is available under a Creative Commons License for non-commercial use only
Disciplines
Organic Chemistry
Abstract
A series of simple 4-hydroxyprolinamides was synthesised and they were found to act as organocatalysts for the asymmetric conjugate addition of aldehydes to nitroolefins in excellent yields (98%), with complete diastereoselectivity (99:1, syn:anti) and enantioselectivity (98% e.e. for syn). Furthermore, the use of low catalyst loadings (5 mol%) and a low aldehyde molar excess (1.5 equivalents) were achieved.
Recommended Citation
Kelleher, F., Watts, J., Luu, L., McKee, V., Carey, E.: Structure-reactivity Studies of Simple 4-hydroxyprolinamide Organocatalysts in the Asymmetric Michael Addition Reaction of Aldehydes to Nitroolefins. Advanced Synthesis and Catalysis, vol. 354 (6), p. 1035–1042, April 16, 2012.
Publication Details
Advanced Synthesis and Catalysis
Volume 354, Issue 6, pages 1035–1042, April 16, 2012