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Issue 27, 2018
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Total synthesis and structural revision of (±)-nidemone

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Abstract

Total synthesis of the revised structure of (±)-nidemone has been accomplished from 6-bromo-2-hydroxybenzaldehyde (5) in either six or eight synthetic steps in 6% and 10% overall yield, respectively, without using any protecting group. The revised structure of nidemone was confirmed by single-crystal X-ray diffraction analysis. Sonogashira coupling, regioselective hydrogenation, and an intramolecular Stetter reaction were the key steps in the synthesis.

Graphical abstract: Total synthesis and structural revision of (±)-nidemone

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Publication details

The article was received on 23 May 2018, accepted on 19 Jun 2018 and first published on 19 Jun 2018


Article type: Paper
DOI: 10.1039/C8OB01207E
Citation: Org. Biomol. Chem., 2018,16, 4990-4995
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    Total synthesis and structural revision of (±)-nidemone

    D. Hsu and C. Liou, Org. Biomol. Chem., 2018, 16, 4990
    DOI: 10.1039/C8OB01207E

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