Synlett 2006(11): 1780-1782  
DOI: 10.1055/s-2006-947317
LETTER
© Georg Thieme Verlag Stuttgart · New York

Regioselective Oxidative Coupling Approach to the Synthesis of (±)-Matairesinol and (±)-Secoisolariciresinol

Fuqiang Zhu, Wenling Li, Qian Wang, Zijie Hou*
Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
Fax: +86(931)8912582; e-Mail: houzj@lzu.edu.cn;
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Publication History

Received 22 February 2006
Publication Date:
04 July 2006 (online)

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Abstract

An efficient method for the synthesis of (±)-matairesinol and (±)-secoisolariciresinol is presented. By using 5-(tert-butyl)ferulic acid as a precursor, a regioselective oxidative coupling step was realized, which gave the desired coupling product in much higher yield (91%) than the literature value (ca. 20%).