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Issue 68, 2018
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Concise syntheses of eburnane indole alkaloids

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Abstract

The asymmetric divergent syntheses of a group of C20 ethyl oxo-functionalized eburnane alkaloids, (−)-eburnaminol (5), (+)-larutenine (6), (−)-terengganensine B (7), (−)-strempeliopine (8), and (−)-terengganensine A (9), have been achieved. The key step in the assembly of the complex ring system of the target molecules is a photoredox catalytic nitrogen-centered radical cascade reaction, which allows the regioselective and stereoselective construction of the B, C, and D rings and the installation of the C21 chirality of the eburnane alkaloid skeleton in one pot.

Graphical abstract: Concise syntheses of eburnane indole alkaloids

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Publication details

The article was received on 04 Jul 2018, accepted on 02 Aug 2018 and first published on 03 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC05374J
Citation: Chem. Commun., 2018,54, 9510-9512
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    Concise syntheses of eburnane indole alkaloids

    Q. Zhou, X. Dai, H. Song, H. He, X. Wang, X. Liu and Y. Qin, Chem. Commun., 2018, 54, 9510
    DOI: 10.1039/C8CC05374J

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