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Metallic dysprosium promoted allylation of carbonyl compounds in the presence of mercuric chloride

✍ Scribed by Mingfu Zhang; Yu Jia; Jingyao Zhou; Shihui Wu

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 143 KB
Volume: 9
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1998)9:5<475::aid-hc3>3.0.co;2-5

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✦ Synopsis

Dysprosium metal promoted Barbiertype allylation of ketones and aldehydes has been investigated. It has been shown that dysprosium metal (activated by mercuric chloride) is effective in promoting the reaction of ketones with allyl iodide. The corresponding homoallylic alcohols are obtained in satisfactory yields. This reaction is regioselective and chemoselective. An ␣, b-unsaturated ketone affords a 1,2-addition product selectively. Reactive groups (such as Cl, Br, and methoxy) of aromatic ketones remain unchanged under the reaction conditions. ᭧ 1998

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