| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1344199 | Tetrahedron: Asymmetry | 2012 | 6 Pages |
Abstract
The kinetic resolution of racemic α-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched α-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
2-(S)-Phenylsulfanyl-N,N-diphenylphenylacetamideC26H21NOSEe 30% (HPLC)[α]D25=+12 (c 3.9, acetone)Source of chirality: (S)-(+)-mandelic acidAbsolute configuration: (2S)
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Liliana Marzorati, José L. Fejfar, Claudio F. Tormena, Claudio Di Vitta,