Issue 38, 2012
From the journal:

Organic & Biomolecular Chemistry

Unified approach to catechin hetero-oligomers: first total synthesis of trimer EZ–EG–CA isolated from Ziziphus jujuba†

Takahisa Yano,a   Ken Ohmori,a   Haruko Takahashi,a   Takenori Kusumia  and  Keisuke Suzuki*a  

* Corresponding authors

a Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan
E-mail: ksuzuki@chem.titech.ac.jp

Abstract

A catechin hetero-trimer isolated from Ziziphus jujuba has been synthesized. Among three constituent monomers, (−)-epiafzelechin and (−)-epigallocatechin were prepared by de novo synthesis. Trimer formation relied on the unified approach to oligomers based on the bromo-capping and the orthogonal activation, reaching the reported structure of the natural product.

Graphical abstract: Unified approach to catechin hetero-oligomers: first total synthesis of trimer EZ–EG–CA isolated from Ziziphus jujuba

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Article information

DOI
https://doi.org/10.1039/C2OB26337H
Article type
Communication
Submitted
12 Jul 2012
Accepted
15 Aug 2012
First published
24 Aug 2012

Org. Biomol. Chem., 2012,10, 7685-7688

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Unified approach to catechin hetero-oligomers: first total synthesis of trimer EZ–EG–CA isolated from Ziziphus jujuba

T. Yano, K. Ohmori, H. Takahashi, T. Kusumi and K. Suzuki, Org. Biomol. Chem., 2012, 10, 7685 DOI: 10.1039/C2OB26337H

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