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
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.