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Communication | Regular issue | Vol 83, No. 4, 2011, pp.739-742
Published online, 2nd March, 2011
DOI: 10.3987/COM-11-12159
Efficient Stereoselective Synthesis of Catechin Trimer Derivative Using Silver Lewis Acid-Mediated Equimolar Condensation

Yukiko Oizumi, Yoshihiro Mohri, Yasunao Hattori, and Hidefumi Makabe*

*Graduate School of Agriculture, Shinshu University, 8304 Minamiminowa-mura, Kamiina-gun, Nagano 399-4598, Japan

Abstract

A stereoselective synthesis of benzylated catechin trimer under intermolecular condensasion is achieved using equimolar amount of dimeric catechin nucleophile and monomeric catechin electrophile catalyzed by AgOTf or AgBF4. The coupled product can be transformed into procyanidin C2 by a known procedure.