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

Metallic dysprosium promoted allylation of carbonyl compounds in the presence of mercuric chloride Dysprosium metal promoted Barbier‐type 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 α, β‐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 John Wiley & Sons, Inc. Heteroatom Chem 9:475–478, 1998 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

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

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Publisher
Wiley
Copyright
Copyright © 1998 Wiley Subscription Services
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/(SICI)1098-1071(1998)9:5<475::AID-HC3>3.0.CO;2-5
Publisher site
See Article on Publisher Site

Abstract

Dysprosium metal promoted Barbier‐type 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 α, β‐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 John Wiley & Sons, Inc. Heteroatom Chem 9:475–478, 1998

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 1998

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