We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Highly Diastereo- and Enantioselective Palladium-Catalyzed [3+2] Cycloaddition of Vinyl Aziridines and α,β-Unsaturated Ketones.
- Authors
Chao-Fan Xu; Bao-Hui Zheng; Jia-Jia Suo; Chang-Hua Ding; Xue-Long Hou
- Abstract
A palladium-catalyzed asymmetric [3+2] cycloaddition reaction of vinylaziridines with α,β-unsaturated ketones, wherein the alkenes have a single activator, is realized in high diastereo- and enantioselectivity, thus affording 3,4- disubstituted pyrrolidines in high yields with excellent ee values. The introduction of a methyl group at C1 of the vinyl group the vinylaziridines greatly improves the stereochemistry of the reaction. A plausible transition state is proposed.
- Subjects
AZIRIDINE derivatives; KETONE derivatives; DIASTEREOISOMERIZATION; ENANTIOSELECTIVE catalysis; PALLADIUM catalysts; RING formation (Chemistry); VINYLATION; UNSATURATED compounds
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 5, p1624
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201409467