Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5218532 | Tetrahedron | 2012 | 5 Pages |
Abstract
The combination of O-TMS protected diphenyl-prolinol and benzoic acid was found to be effective to catalyze the Michael addition of aldehydes to 3-substituted 3-nitroacrylates. The reaction provided syn,anti-Michael adducts with good diastereoselectivity and excellent enantioselectivity. Some β-aryl and α-methyl substituted nitroolefins also worked under these conditions, although prolonging reaction time was required. These adducts could be used for assembling 2,3,4-trisubstituted pyrrolidines through simple hydrogenation.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Leilei Wang, Xiaojing Zhang, Dawei Ma,