CERIUM(III) CHLORIDE REMARKABLY INCREASES THE RATES OF FORMATION AND YIELDS OF KETONES IN THE REACTION OF LITHIUM CARBOXYLATES WITH ORGANOLITHIUMS

Authors
Citation
Y. Ahn et T. Cohen, CERIUM(III) CHLORIDE REMARKABLY INCREASES THE RATES OF FORMATION AND YIELDS OF KETONES IN THE REACTION OF LITHIUM CARBOXYLATES WITH ORGANOLITHIUMS, Tetrahedron letters, 35(2), 1994, pp. 203-206
Citations number
53
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
2
Year of publication
1994
Pages
203 - 206
Database
ISI
SICI code
0040-4039(1994)35:2<203:CCRITR>2.0.ZU;2-I
Abstract
The presence of CeCl3 greatly increases the yield of ketones in the re action of organolithiums with lithium carboxylates. The Ce-III suppres ses the enolization of the lithium carboxylate, previously unrecognize d as a competing reaction except in special cases, and the formation o f tertiary alcohols. One of the reasons for the latter effect is a sur prising increase in the rate of addition of the organometallic to the lithium carboxylate in the presence of Ce-III.