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Chemistry. 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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  • 1State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China).

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.

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KEYWORDS:

carbocations; cycloadditions; heterocycles; tandem cyclization; zinc catalysis

[PubMed - indexed for MEDLINE]
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