Regioselective FeCl3-Promoted
Biomimetic Synthesis of Dimeric Isorhapontigenin

Wenling Li; Yaling Luo; Hongfu Li; Peng Zang; Xiaoqian Han

doi:10.1055/s-0030-1258242

PAPER

Regioselective FeCl₃-Promoted Biomimetic Synthesis of Dimeric Isorhapontigenin

Wenling Li*^a,b, Yaling Luo^a, Hongfu Li^a, Peng Zang^a, Xiaoqian Han^a
^a School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P. R. of China
^b State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
Fax: +86(931)4956512; e-Mail: liwl@mail.lzjtu.cn;

Abstract

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Abstract

An efficient approach to the preparation of natural (±)-gneafricanin F and the first synthesis of (±)-gnemonol M were developed. The regioselective, oxidative coupling of 5-tert-butylisorhapontigenin catalyzed by FeCl₃˙6H₂O in different solvent systems was used as the key synthetic step.

Key words

isorhapontigenin - gneafricanin F - gnemonol M - biomimetic synthesis - oxidative coupling

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Regioselective FeCl3-Promoted Biomimetic Synthesis of Dimeric Isorhapontigenin

Regioselective FeCl₃-Promoted Biomimetic Synthesis of Dimeric Isorhapontigenin