Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281646 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
A new synthesis of 2,3,5-trisubstituted pyrrolidines from the imino-aldols formed from Lewis acid-mediated reactions of (2-trimethylsilylmethyl)cyclopropyl ketones with benzylimines is described. The ring closure of the imino-aldols formed from the benzylimines of 2-chloro-, 2-fluoro-, and 2-trifluoromethylbenzaldehydes proceeds with predominantly 2,5-anti selectivity to generate the corresponding pyrrolidines in moderate yields.
Graphical abstractA highly diastereoselective preparation of 2,3,5-trisubstituted pyrrolidines from the imino-aldols formed via reaction of (2-trimethylsilylmethyl)cyclopropyl ketones with the benzylimines of aromatic aldehydes is described.Download full-size image
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Veejendra K. Yadav, Archana Gupta,