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Asymmetric synthesis of the tetracyclic core of bufogargarizin C by an intramolecular [5 + 2] cycloaddition

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Abstract

A concise asymmetric synthesis of the core of bufogargarizin C, which contains a synthetically challenging 7/5/6/5-tetracyclic ring system, is reported. This approach features a unique Brønsted acid-mediated intramolecular [5 + 2] cycloaddition, which is the first example of intramolecular [5 + 2] cycloaddition of an allene moiety mediated by acid.

Graphical abstract: Asymmetric synthesis of the tetracyclic core of bufogargarizin C by an intramolecular [5 + 2] cycloaddition

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Publication details

The article was received on 10 Oct 2018, accepted on 05 Nov 2018 and first published on 06 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01089G
Citation: Org. Chem. Front., 2018, Advance Article
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    Asymmetric synthesis of the tetracyclic core of bufogargarizin C by an intramolecular [5 + 2] cycloaddition

    J. Fan, Y. Hu, Q. Guo, S. Li, J. Zhao and C. Li, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO01089G

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