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Synlett 1995; 1995(3): 260-262
DOI: 10.1055/s-1995-4945
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Facile and Efficient Synthesis of Fluoroprostacyclin Analogs

Yasushi Matsumura* , Shu-Zhong Wang, Tomoyuki Asai, Toyomichi Shimada, Yoshitomi Morizawa, Arata Yasuda
  • *Research Center, Asahi Glass Co., Ltd., 1150 Hazawa-cho, Kanagawa-ku, Yokohama 221, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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New and facile synthesis of chemically stable 7-fluoroprostacyclins (1) from commercially available methylenecyclopentanones 2 is described. Construction of key 7-hydroxyprostaglandin skeletons has been efficiently accomplished by the coupling of acetylenic acid with triethylsiloxycyclopentane carbaldehydes 4 under mild conditions.

fluoroprostacyclin - methylenecyclopentanone - lithiation of acetylenic acid - stereospecific fluorination