Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones.

Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Research Abstract Details 

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Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Abstract Text:

Reema K Thalji,William R Roush,

We report a phosphine-mediated intramolecular aldol cyclization of unsaturated diketones that proceeds with extremely high levels of regioselectivity for the cross-conjugated bicyclic dienone products. The sense of regioselectivity observed in this reaction is complementary to that obtained using traditional aldol conditions. Experimental evidence that supports the involvement of a phosphine Michael adduct is described.

Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Publishing Authors By Initials

RK Thalji,WR Roush,

For similar organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research abstracts see: organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research

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Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 16778-9

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 7

MONTH: Dec

YEAR: 2005

Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Keywords Mesh Terms:

KEYWORDS: Vinyl Compounds

MESH TERMS: chemistry

Chemical & Substance for Abstract: Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones. Information

Substance Name: Vinyl Compounds

Registry Number: 0

Grant and Affiliation Information for Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: highly regioselective synthesis of cross-conjugated dienones.

AFFILIATION: Department of Chemistry, University of Michigan, Ann Arbor, 48109, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM26782

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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