HIGHLY CHEMOSELECTIVE AND STEREOSELECTIVE FE-CATALYZED ALKENYLATION OF ORGANOMANGANESE REAGENTS

Citation
G. Cahiez et S. Marquais, HIGHLY CHEMOSELECTIVE AND STEREOSELECTIVE FE-CATALYZED ALKENYLATION OF ORGANOMANGANESE REAGENTS, Tetrahedron letters, 37(11), 1996, pp. 1773-1776
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
11
Year of publication
1996
Pages
1773 - 1776
Database
ISI
SICI code
0040-4039(1996)37:11<1773:HCASFA>2.0.ZU;2-O
Abstract
Organomanganese chlorides react with alkenyl iodides, bromides and chl orides in the presence of 3% Fe(acac)(3). The reaction takes place und er very mild conditions (THF-NMP, rt, 1h) to afford the substituted ol efin in excellent yields with a high stereo- and chemoselectivity. Thu s an unprotected keto alkenyl chloride selectively gives the correspon ding keto olefin. From a preparative point of view, this procedure is the first real alternative to the Pd- and Ni-cross coupling reaction u sed until now.