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Pd-catalyzed route to (±)-podophyllotoxin skeleton. Synthesis of the aryltetralin derivative

✍ Scribed by Lise Charruault; Véronique Michelet; Jean-Pierre Genêt

Book ID: 104251326
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 96 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00908-5

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✦ Synopsis

A new Pd-catalyzed route to (±)-podophyllotoxin is disclosed. The strategy is based on an efficient organoaqueous reaction that diastereoselectively introduces the C-4 hydroxyl group and the furan ring. Further functionalization led to an iododerivative, which was cyclized under optimized conditions either to the aryltetralin of (±)-podophyllotoxin or to a five-membered ring isomer.

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