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. 2014 May 12;20(20):5910-3.
doi: 10.1002/chem.201402513. Epub 2014 Apr 11.

Zinc-catalyzed [4+3] cycloaddition with concomitant furan annulation: formation of cyclohepta[b]furans

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Zinc-catalyzed [4+3] cycloaddition with concomitant furan annulation: formation of cyclohepta[b]furans

Bo Song et al. Chemistry. .

Abstract

A convenient zinc-promoted [4+3] cycloaddition of a carbonyl ene-yne with simple dienes was first achieved. This reaction provided an efficient strategy to prepare various cyclohepta[b]furan rings by cascade cycloadditions. Additionally, a multicomponent reaction of dione, alkynal, and diene was also reported, which exhibited a novel strategy for selective creations of C-O bonds and C-C bonds.

Keywords: carbocations; cycloadditions; heterocycles; tandem cyclization; zinc catalysis.

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