Study on Efficient Synthetic Routes for 7-Fluoroprostaglandin F2α and 7-Fluoro-17,20-dimethyl-2,4-methyleneprostacyclin

New and facile syntheses of 7-fluoroprostaglandin F2α 1 and chemically stable 7-fluoro-17,20-dimethyl-2,4-methyleneprostacyclin 2 from commercially available methylenecyclopentanone are described. Construction of the key 7-hydroxyprostaglandin skeleton has been efficiently accomplished by the coupli...

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Bibliographic Details
Published in:Bulletin of the Chemical Society of Japan 1996-12, Vol.69 (12), p.3523-3531
Main Authors: Matsumura, Yasushi, Shimada, Toyomichi, Wang, Shu-Zhong, Asai, Tomoyuki, Morizawa, Yoshitomi, Yasuda, Arata
Format: Article
Language:English
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Summary:New and facile syntheses of 7-fluoroprostaglandin F2α 1 and chemically stable 7-fluoro-17,20-dimethyl-2,4-methyleneprostacyclin 2 from commercially available methylenecyclopentanone are described. Construction of the key 7-hydroxyprostaglandin skeleton has been efficiently accomplished by the coupling of acetylenic acids with cyclopentanecarbaldehyde 4 under mild conditions.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.69.3523