Bioinspired Selective Synthesis of Heterodimer 8–5′ or 8–<i>O</i>–4′ Neolignan Analogs
Kui Dong, Chuang-Yuan Zhao, Xiaoju Wang, Li‐Zhu Wu, Qiang Liu
Abstract
The bioinspired synthesis of heterodimer neolignan analogs is reported by single-electron oxidation of both alkenyl phenols and phenols individually, followed by a combination of the resultant radicals. This oxidative radical cross-coupling strategy can afford heterodimer 8–5′ or 8– O –4′ neolignan analogs selectively with the use of air as the terminal oxidant and copper acetate as the catalyst at room temperature.
Topics & Concepts
ChemistryPhenolsRadicalCatalysisOxidative coupling of methaneCombinatorial chemistryCopperStereochemistryOrganic chemistryPlant-derived Lignans Synthesis and BioactivityTraditional and Medicinal Uses of AnnonaceaeMagnolia and Illicium research