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Issue 9, 2018
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Nine-step total synthesis of (−)-strychnofoline

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Abstract

Strychnofoline is a Strychnos alkaloid that has unique spirooxindole architecture and possesses important anticancer activity. Here, we have, for the first time, reported the enantioselective synthesis of strychnofoline proceeding in only nine steps from commercially available 6-methoxytryptamine. The efficiency of the synthesis derives from the use of two sequential transformation steps in the catalytic asymmetric construction of the spiro[pyrrolidine-3,3′-oxindole] motif in a facile manner. Our route is amenable to the synthesis of other natural and synthetic analogs of bioactive spirooxindole alkaloids to access their therapeutic potential.

Graphical abstract: Nine-step total synthesis of (−)-strychnofoline

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Publication details

The article was received on 21 Nov 2017, accepted on 06 Jan 2018 and first published on 08 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC08938D
Citation: Chem. Commun., 2018,54, 1125-1128
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    Nine-step total synthesis of (−)-strychnofoline

    Q. Yu, P. Guo, J. Jian, Y. Chen and J. Xu, Chem. Commun., 2018, 54, 1125
    DOI: 10.1039/C7CC08938D

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