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A Short Biomimetic Approach to the Fully Functionalized Bicyclic Framework of Type A Acylphloroglucinols

โœ Scribed by Couladouros, Elias A.; Dakanali, Marianna; Demadis, Konstantinos D.; Vidali, Veroniki P.


Book ID
126824818
Publisher
American Chemical Society
Year
2009
Tongue
English
Weight
525 KB
Volume
11
Category
Article
ISSN
1523-7060

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The fully functionalized ring system of the berberine alkaloid chilinene has been prepared in a seven step synthesis. Key steps in the synthesis are the photocyclization of an imide-thioether and the oxidative formation with Pb(OAc), of a novel hexacyclic orthoester which led directly to the desired