Enzyme-mediated oxidative dimerization reactions of cyano-resveratrol analogues. Issue 47 (21st November 2019)

• Record Type: Journal Article
• Authors: Shao, Zhibo; Kang, Xiaodong; Li, Hongpeng; Ran, Lu; Li, Wenling
• Is Part Of: Tetrahedron letters. Volume 60:Issue 47(2019)
• Publication Date: 2019-11-21
• Subjects: Resveratrol -- Oxidative coupling -- Dimerization -- Biomimetic synthesis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.151275
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Two substituted 2, 3-diaryl acrylonitrile derivatives were prepared. Two different cyano-oligostilbenes were firstly synthesized. The oxidative coupling reactions of olefin-substituted stilbenes were explored. The cyano groups of resveratrol analogues had no influence on the biomimetic oxidations. Abstract: The synthesis and oxidative coupling reactions of two cyano-resveratrol analogues were studied. An 8-5-coupled dihydrobenzofuran-type dimer and an 8-8-coupled diastereoisomeric indane mixture were prepared. The cyano groups of the resveratrol analogues had almost no influence on the regio- or stereoselectivity of the coupling reactions of the two precursors.