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Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

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Abstract

Photoexcitation of dibenzalacetones (1a–d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host–guest system.

Graphical abstract: Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

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Publication details

The article was received on 12 Aug 2018, accepted on 11 Sep 2018 and first published on 12 Sep 2018


Article type: Communication
DOI: 10.1039/C8OB01966E
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

    A. Kashyap, T. K. Bokosike, N. Bhuvanesh and M. Pattabiraman, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01966E

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