METALLIC DYSPROSIUM PROMOTED ALLYLATION OF CARBONYL-COMPOUNDS IN THE PRESENCE OF MERCURIC-CHLORIDE

Citation
Mf. Zhang et al., METALLIC DYSPROSIUM PROMOTED ALLYLATION OF CARBONYL-COMPOUNDS IN THE PRESENCE OF MERCURIC-CHLORIDE, Heteroatom chemistry, 9(5), 1998, pp. 475-478
Citations number
14
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10427163
Volume
9
Issue
5
Year of publication
1998
Pages
475 - 478
Database
ISI
SICI code
1042-7163(1998)9:5<475:MDPAOC>2.0.ZU;2-H
Abstract
Dysprosium metal promoted Barbier-type allylation of ketones and aldeh ydes has been investigated. It has been shown that dysprosium metal (a ctivated by mercuric chloride) is effective in promoting the reaction of ketones with allyl iodide. The corresponding homoallylic alcohols a re obtained in satisfactory yields. This reaction is regioselective an d chemoselective. An alpha, beta-unsaturated ketone affords a 1,2-addi tion product selectively. Reactive groups (such as CI, Br and methoxy) of aromatic ketones remain unchanged tinder the reaction conditions. (C) 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:475-478, 1998. Hete roatom Chem 9:475-478, 1998.