Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 22, Pages 6323-6329Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01013a
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Funding
- Natural Science Foundation of Zhejiang Province
- Zhejiang University of Science Technology [2016yjskc04]
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The phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction of 3-aroylcoumarin with alkynone allows the synthesis of 2-chromanone-fused bicyclo[3.2.0]heptenones in moderate to high yields with remarkably high regio- and diastereoselectivities under mild reaction conditions, providing an extremely simple, economical, and straightforward synthetic method for constructing complex cyclic building blocks with potential biological applications.
A phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction of 3-aroylcoumarin with alkynone is described. The high efficiency of the tandem process allows the synthesis of 2-chromanone-fused bicyclo[3.2.0]heptenones in moderate to high yields with remarkably high regio- and diastereoselectivities under mild reaction conditions, which represents an extremely simple, economical and straightforward synthetic method to construct complex cyclic building blocks with potential biological applications.
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