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Practical synthesis and Diels-Alder chemistry of [4]dendralene

Payne, Alan; Willis, Anthony; Sherburn, Michael


Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.

CollectionsANU Research Publications
Date published: 2005
Type: Journal article
Source: Journal of the American Chemical Society
DOI: 10.1021/ja053772+


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