Concise synthesis of several oligostilbenes from the enzyme-promoted oxidation of brominated resveratrol. Issue 21 (25th May 2017)

• Record Type: Journal Article
• Authors: Li, Wenling; Dong, Tao; Chen, Peilan; Liu, Xiaolin; Liu, Meijie; Han, Xiaoqian
• Is Part Of: Tetrahedron. Volume 73:Issue 21(2017)
• Page Start: 3056
• Page End: 3065
• Publication Date: 2017-05-25
• Subjects: Resveratrol -- Oxidative coupling -- Oligostilbenes -- Dimerization -- Debromination; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2017.04.021
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The simple synthesis of (±)-parthenostilbenins A and B and (±)-quadrangularins A and B, as well as several unnatural resveratrol dimers, was successfully accomplished for the first time. Moreover, (±)-restrytisols B, (±)-leachianols F and G were efficiently prepared with higher yields compared with those in the literatures. The regioselective oxidative coupling reactions of 3, 5-dibromo-resveratrol catalyzed by different enzymes in various solvent systems were used as key steps. The coupling mechanisms for the formation of distinct dimeric skeletons were also proposed. Graphical abstract: