Biomimetic total synthesis of (±)-penuinones A and B
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Updated: Nov 5, 2026

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Published on: November 9, 2019
Jinyang Liu1, Xinlin Li1, Jun Deng1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, China. dengjun@nankai.edu.cn.
Abstract:
Biomimetic total syntheses of (±)-penuinones A and B were achieved in nine and ten steps, respectively. Oxidation of a hydroquinone-derived precursor initiates an intermolecular Diels-Alder homodimerization/dehydrogenation/intramolecular Diels-Alder cascade, assembling the cyclopropane-bridged pentacyclic framework of penuinone A in 75% yield in one pot. This sequence supports the chemical feasibility of a proposed homodimerization-based biosynthetic pathway.
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