A novel axially dissymmetric ligand with chiral 2,2,2-trifluoro-1-hydroxyethyl groups

Citation
M. Omote et al., A novel axially dissymmetric ligand with chiral 2,2,2-trifluoro-1-hydroxyethyl groups, TETRAHEDR L, 40(30), 1999, pp. 5583-5585
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5583 - 5585
Database
ISI
SICI code
0040-4039(19990723)40:30<5583:ANADLW>2.0.ZU;2-X
Abstract
Novel axially dissymmetric ligands (1) with two more chiral carbons were sy nthesized through home-coupling of o-bromo-(R or S)-(2,2,2-trifluoro-1-acet oxyethyl)benzene. A high asymmetric induction was accomplished using 5 mol% of the Ti complex of this ligand for the reaction of benzaldehyde with Et2 Zn giving 85% ee of 1-phenylpropanol in 97% isolation yield. (C) 1999 Elsev ier Science Ltd. All rights reserved.