Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1390287 | Carbohydrate Research | 2013 | 6 Pages |
Abstract
•Flavocommelin was synthesized via in 9 steps from phloroacetophenone bisether in 31% yield.•Regioselective O-debenzylation followed by cyclization were achieved.•Final O-deacetylation and O-glycosylation proceeded regio- and stereoselectively.
Flavocommelin, 7-O-methylapigenin 6-C-, 4′-O-bis-β-d-glucoside, was synthesized in 9 steps from the C-glycosylation of 6-O-benzy-4-O-methylphloroacetophenone via the introduction of a cinnamoyl residue by aldol condensation and the formation of a C-ring by regioselective and oxidative ring-closure to regio- and stereoselective O-glycosylation for an overall yield of 31%.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kazufumi Misawa, Yoshiki Gunji, Shingo Sato,