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Asymmetric transfer hydrogenation of ketones catalyzed by hydrophobic metal-amido complexes in aqueous micelles and vesicles.

Authors :
Wang F
Liu H
Cun L
Zhu J
Deng J
Jiang Y
Source :
The Journal of organic chemistry [J Org Chem] 2005 Nov 11; Vol. 70 (23), pp. 9424-9.
Publication Year :
2005

Abstract

[Reaction: see text]. Asymmetric transfer hydrogenation of ketones, especially alpha-bromomethyl aromatic ketones, catalyzed by unmodified, hydrophobic transition metal-amido complexes (TsDPEN-M), was performed successfully with significant enhancement of activity, chemoselectivity, and enantioselectivity (up to 99% ee) in aqueous media containing micelles and vesicles. The hydrophobic catalyst, embedded in micelles constructed from the surfactant cetyltrimethylammonium bromide (CTAB), could be separated from the organic phase along with the products and was recycled for at least six times.

Details

Language :
English
ISSN :
0022-3263
Volume :
70
Issue :
23
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
16268617
Full Text :
https://doi.org/10.1021/jo0514826