Synlett 2013; 24(4): 479-482
DOI: 10.1055/s-0032-1318131
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Theaflavins via Biomimetic Oxidative Coupling Reactions

Yusuke Kawabe
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Yoshiyuki Aihara
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Yoshitsugu Hirose
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Asuka Sakurada
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Atsushi Yoshida
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Makoto Inai
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Tomohiro Asakawa
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Yoshitaka Hamashima
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
,
Toshiyuki Kan*
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan   Fax: +81(54)2645745   eMail: kant@u-shizuoka-ken.ac.jp
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Publikationsverlauf

Received: 11. Dezember 2012

Accepted after revision: 07. Januar 2013

Publikationsdatum:
23. Januar 2013 (online)


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Abstract

Biomimetic synthesis of theaflavins from catechins was accomplished by using 2-nitrobenzenesulfonyl (Ns) as a protecting group for phenols to minimize undesired side reactions of the ­electron-rich aromatic rings. This enabled the construction of the complex benzotropolone core in a single-step oxidative coupling ­reaction.

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