Literature DB >> 12353644

Synthetic studies of proanthocyanidins. Highly stereoselective synthesis of the catechin dimer, procyanidin-B3.

Akiko Saito1, Noriyuki Nakajima, Akira Tanaka, Makoto Ubukata.   

Abstract

A stereoselective synthesis of benzylated procyanidin-B3, a condensed catechin dimer, is described. Condensation of 5,7,3',4'-tetrabenzylcatechin with (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-3-acetoxy-4-methoxyflavan as an electrophile in the presence of TiCl4 led to octabenzylated procyanidin-B3 stereoselectively.

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Year:  2002        PMID： 12353644     DOI： 10.1271/bbb.66.1764

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN： 0916-8451            Impact factor:   2.043


  3 in total

Review 1.  Chemical synthesis of proanthocyanidins in vitro and their reactions in aging wines.

Authors:  Fei He; Qiu-Hong Pan; Ying Shi; Chang-Qing Duan
Journal:  Molecules       Date:  2008-12-04       Impact factor: 4.411

2.  Regioselective Synthesis of Procyanidin B6, A 4-6-Condensed (+)-Catechin Dimer, by Intramolecular Condensation.

Authors:  Yusuke Higashino; Taisuke Okamoto; Kazuki Mori; Takashi Kawasaki; Masahiro Hamada; Noriyuki Nakajima; Akiko Saito
Journal:  Molecules       Date:  2018-01-18       Impact factor: 4.411

3.  An analysis method for flavan-3-ols using high performance liquid chromatography coupled with a fluorescence detector.

Authors:  Liuqing Wang; Yoko Yamashita; Akiko Saito; Hitoshi Ashida
Journal:  J Food Drug Anal       Date:  2017-03-22       Impact factor: 6.157
  3 in total

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