Issue 67, 2012

A new synthetic strategy for catechin-class polyphenols: concise synthesis of (−)-epicatechin and its 3-O-gallate

Abstract

Concise synthesis of (−)-epicatechin and its 3-O-gallate is described, illustrating efficacy of the new strategy for catechin-class polyphenols based on assembly of lithiated fluorobenzene and epoxy alcohol followed by a pyran cyclization. 1,3,5-Trifluorobenzene serves as the A-ring equivalent for functionalization and the pyran annulation.

Graphical abstract: A new synthetic strategy for catechin-class polyphenols: concise synthesis of (−)-epicatechin and its 3-O-gallate

Supplementary files

Article information

Article type
Communication
Submitted
23 May 2012
Accepted
25 Jun 2012
First published
13 Jul 2012

Chem. Commun., 2012,48, 8425-8427

A new synthetic strategy for catechin-class polyphenols: concise synthesis of (−)-epicatechin and its 3-O-gallate

S. Stadlbauer, K. Ohmori, F. Hattori and K. Suzuki, Chem. Commun., 2012, 48, 8425 DOI: 10.1039/C2CC33704E

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