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Double Diels-Alder reactions of linear conjugated tetraenes

Turner, Craig; Paddon-Row, Michael; Willis, Anthony; Sherburn, Michael

Description

(Chemical Equation Presented) Linear conjugated tetraenes are shown to participate effectively as bis-dienes in sequences involving either two intermolecular Diels-Alder reactions or an intramolecular followed by an intermolecular Diels-Alder reaction. Thus, simple tetraenol 1 is transformed into tetracyclic products 5, 6, and 9 in high yielding and highly stereoselective sequences with maleic anhydride involving the formation of three rings, four C-C bonds and one C-O bond, and eight...[Show more]

CollectionsANU Research Publications
Date published: 2005
Type: Journal article
URI: http://hdl.handle.net/1885/76139
Source: Journal of Organic Chemistry
DOI: 10.1021/jo048108a

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