Issue 14, 2014

Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (±)-gnetulin

Abstract

We report the first synthesis of a natural (±)-gnetulin and an unnatural analogue of (±)-gnemonol M by using the regioselective oxidative coupling reactions of 5-tert-butyl-isorhapontigenin as the key step. Both the effects of different enzyme-catalyzed systems on the structures of coupling products and structural transformations of coupling products in the presence of several Lewis acids were systematically investigated.

Graphical abstract: Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (±)-gnetulin

Supplementary files

Article information

Article type
Paper
Submitted
10 Dec 2013
Accepted
03 Feb 2014
First published
03 Feb 2014

Org. Biomol. Chem., 2014,12, 2273-2279

Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (±)-gnetulin

W. Li, S. Yang, T. Lv and Y. Yang, Org. Biomol. Chem., 2014, 12, 2273 DOI: 10.1039/C3OB42456A

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