Oxidative cross-coupling approach to the biomimetic synthesis of the heterodimers of resveratrol and isorhapontigenin. Issue 34 (20th August 2020)

• Record Type: Journal Article
• Authors: Li, Hongpeng; Ran, Lu; Liu, Meijie; Lei, Tian; Kang, Xiaodong; Li, Wenling
• Is Part Of: Tetrahedron letters. Volume 61:Issue 34(2020)
• Publication Date: 2020-08-20
• Subjects: Resveratrol -- Isorhapontigenin -- Oxidative cross-coupling -- Biomimetic synthesis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.152239
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Three dihydrobenzofuran-type stilbene heterodimers were prepared. (±)-Gnetuhainin Q and an analogue of (±)-scirpusin A were firstly synthesized. The oxidative cross-coupling reactions of two different stilbenes were explored. Abstract: The regioselective oxidative cross-coupling reactions of two different stilbene precursors catalyzed by FeCl3 or horseradish peroxidase-H2 O2 in acetone solvent produced three dihydrobenzofuran-type heterodimers. The reductive debrominations of these cross-coupled dimers synthesized two heterodimers of resveratrol and isorhapontigenin, an analogue of (±)-scirpusin A and (±)-gnetuhainin Q.