A new synthetic strategy for catechin-class polyphenols: concise synthesis of (-)-epicatechin and its 3-O-gallate.
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.
Department of Chemistry, Tokyo Institute of Technology, O-okayama, Tokyo 152-8551, Japan.
Sven
S
Stadlbauer
Ken
K
Ohmori
Fumihiko
F
Hattori
Keisuke
K
Suzuki
D002392:Catechin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D059808:Polyphenols
D059808:Polyphenols; D002392:Catechin; C062669:epicatechin gallate