FIRST ENANTIOSELECTIVE ADDITION OF DIALKYLZINC TO KETONES PROMOTED BYTITANIUM(IV) DERIVATIVES

Authors
Citation
Dj. Ramon et M. Yus, FIRST ENANTIOSELECTIVE ADDITION OF DIALKYLZINC TO KETONES PROMOTED BYTITANIUM(IV) DERIVATIVES, Tetrahedron letters, 39(10), 1998, pp. 1239-1242
Citations number
55
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
10
Year of publication
1998
Pages
1239 - 1242
Database
ISI
SICI code
0040-4039(1998)39:10<1239:FEAODT>2.0.ZU;2-K
Abstract
The reaction of dimethyl or diethylzinc with ketones in the presence o f a stoichiometric amount of titanium tetraisopropoxide and a catalyti c amount (20 mol %) of camphorsulfonamide derivatives as chiral ligand s leads to the formation of the corresponding enantioenriched alcohols with enantiomeric ratios up to 94.5:5.5, the best results being obtai ned when phenones are used as substrates independently of the zinc rea gent. (C) 1998 Elsevier Science Ltd. All rights reserved.