David D. S. Thieltges, Kai D. Baumgarten, Carina S. Michaelis and Constantin Czekelius
Org. Biomol. Chem., 2020,18, 4024-4028
DOI:
10.1039/D0OB00686F,
Communication
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.
