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Double Dehydro-Diels-Alder Reactions of 1,5-Dien-3-ynes

Fallon, Thomas; Robinson, Diane; Willis, Anthony; Paddon-Row, Michael; Sherburn, Michael


A study was conducted to demonstrate double dehydro-diels-alder reactions of 1,5-dien-3-ynes. It was demonstrated that the reaction proceeded through two concerted cycloadditions, the first of which was proposed to be reversible. Detailed analysis revealed some of general features of the unique double diels-alder reaction. The reaction proceeded at only at high temperature, the dienophile needed to be highly activated, and yields were always low. N-Methylmaleimide (NMM) and 1,2-dicyclohexenyl...[Show more]

CollectionsANU Research Publications
Date published: 2010
Type: Journal article
Source: Chemistry, A European Journal
DOI: 10.1002/chem.200902190


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