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Tandem Photoisomerization and Transannular Cyclizations of Zerumbone Epoxide: A Model for Diversity-Oriented Synthesis Using Abundant Natural Products

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dc.contributor.author Biji, M
dc.contributor.author Radhakrishnan, K V
dc.contributor.author Lankalapalli, R S
dc.date.accessioned 2021-11-18T10:16:58Z
dc.date.available 2021-11-18T10:16:58Z
dc.date.issued 2021-08-06
dc.identifier.citation Organic Letters; 23(15): 5871-5875. en_US
dc.identifier.uri https://pubs.acs.org/doi/10.1021/acs.orglett.1c01997
dc.identifier.uri http://hdl.handle.net/123456789/3875
dc.description.abstract Photoirradiation of (6E,9E)-zerumbone-2,3-epoxide afforded a diverse range of transannular cyclized products in the presence of a catalytic amount of Sc(OTf)3. At the behest of the geometrical isomers produced by photoirradiation, the diversity encompasses an unprecedented eudesmane core and oxo-bridged hydroxy-olefin skeletons. Structure elucidation and the stereochemical outcome of the products are described via extensive NMR analysis. The present study serves as a model for tandem photoisomerization and transannular cyclization of natural products with enone/dienone functionality. en_US
dc.language.iso en en_US
dc.publisher American Chemical Society en_US
dc.subject photoisomerization en_US
dc.subject cyclization en_US
dc.subject ketones en_US
dc.subject ethers en_US
dc.subject molecular structure en_US
dc.title Tandem Photoisomerization and Transannular Cyclizations of Zerumbone Epoxide: A Model for Diversity-Oriented Synthesis Using Abundant Natural Products en_US
dc.type Article en_US


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  • 2021
    Research articles authored by NIIST researchers published in 2021

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