Issue 21, 2020

Synthesis of B-ring-fluorinated (−)-epicatechin gallate derivatives

Abstract

The synthesis of enantiomerically pure B-ring fluorinated catechin derivatives is presented. In a convergent approach the chromane was obtained by reaction of a lithiated fluoro-resorcine with an optically active epoxide. The latter was prepared from 3,4-difluorobenzaldehyde by reaction with vinylmagnesium bromide followed by Sharpless epoxidation. The protocol provides access to both fluorinated catechin as well as epicatechin derivatives.

Graphical abstract: Synthesis of B-ring-fluorinated (−)-epicatechin gallate derivatives

Supplementary files

Article information

Article type
Communication
Submitted
01 ኤፕሪ 2020
Accepted
13 ሜይ 2020
First published
19 ሜይ 2020

Org. Biomol. Chem., 2020,18, 4024-4028

Synthesis of B-ring-fluorinated (−)-epicatechin gallate derivatives

D. D. S. Thieltges, K. D. Baumgarten, C. S. Michaelis and C. Czekelius, Org. Biomol. Chem., 2020, 18, 4024 DOI: 10.1039/D0OB00686F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements