PREPARATION OF OPTICALLY-ACTIVE 2-(TRIFLUOROMETHYL)ALKAN-1-OLS BY CATALYTIC ASYMMETRIC HYDROGENATION

Citation
K. Iseki et al., PREPARATION OF OPTICALLY-ACTIVE 2-(TRIFLUOROMETHYL)ALKAN-1-OLS BY CATALYTIC ASYMMETRIC HYDROGENATION, Journal of fluorine chemistry, 69(1), 1994, pp. 5-6
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
ISSN journal
00221139
Volume
69
Issue
1
Year of publication
1994
Pages
5 - 6
Database
ISI
SICI code
0022-1139(1994)69:1<5:POO2BC>2.0.ZU;2-1
Abstract
The hydrogenation of (E)-2-(trifluoromethyl)alk-2-en-1-ols catalyzed b y Ru-BINAP and Rh-BINAP has been carried out with good enantiomeric ex cess (71%-83% ee). Ru-BINAP-catalyzed hydrogenation converted 2-triflu oromethylacrylic acid to the corresponding saturated acid, the esterif ication and reduction of which gave optically active 2-(trifluoromethy l)propan-1-ol in 80% ee.