Study on Efficient Synthetic Routes for 7-Fluoroprostaglandin F2. ALPHA. and 7-Fluoro-17, 20-dimethyl-2, 4-methyleneprostacyclin.

Y Matsumura, T Shimada, SZ Wang, T Asai…

Index: Matsumura, Yasushi; Shimada, Toyomichi; Wang, Shu-Zhong; Asai, Tomoyuki; Morizawa, Yoshitomi; Yasuda, Arata Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 12 p. 3523 - 3531

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Citation Number: 9

Abstract

New and facile syntheses of 7-fluoroprostaglandin F 2α 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.