Issue 13, 2009
From the journal:

Organic & Biomolecular Chemistry

A versatile approach to oligostilbenoid natural products – synthesis of permethylated analogues of viniferifuran, malibatol A, and shoreaphenol†

Ikyon Kim*a  and  Jihyun Choia  

* Corresponding authors

a Medicinal Chemistry Research Center, Korea Research Institute of Chemical Technology, Daejeon, Republic of Korea
E-mail: ikyon@krict.re.kr
Fax: +82 42 860 7160
Tel: +82 42 860 7177

Abstract

A highly practical route to oligostilbenoid natural products is described. A regioselective Bi(OTf)3-catalyzed cyclodehydration provided ready access to 3-arylbenzofuran. Pd-catalyzed direct C–H activation of benzofuran and subsequent cross-coupling with aryl halide was successfully implemented for the introduction of aryl group at the C2 position of benzofuran. Further manipulation of the 2,3-diarylbenzofuran led to the efficient total synthesis of permethylated analogues of viniferifuran, malibatol A, and shoreaphenol.

Graphical abstract: A versatile approach to oligostilbenoid natural products – synthesis of permethylated analogues of viniferifuran, malibatol A, and shoreaphenol

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Article information

DOI
https://doi.org/10.1039/B901911A
Article type
Paper
Submitted
29 Jan 2009
Accepted
03 Apr 2009
First published
21 May 2009

Org. Biomol. Chem., 2009,7, 2788-2795

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A versatile approach to oligostilbenoid natural products – synthesis of permethylated analogues of viniferifuran, malibatol A, and shoreaphenol

I. Kim and J. Choi, Org. Biomol. Chem., 2009, 7, 2788 DOI: 10.1039/B901911A

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