Synthesis of 5-fluoroprostacyclin

…, RB Garland, LN Nysted, R Pappo…

文献索引：Djuric, Stevan W.; Garland, Robert B.; Nysted, Leonard D.; Pappo, Raphael; Plume, Gatis; Swenton, Lydia Journal of Organic Chemistry, 1987 ,  vol. 52,  # 6  p. 978 - 990

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被引用次数: 12

摘要

Protected prostacyclin derivatives were reacted with perchloryl fluoride in methanol. The resultant 5-fluoro-6-methoxy derivatives were separated and identified. Pyrolysis of the individual isomers in the presence of magnesium triflate led to 5 (R)-or 5 (S)-fluoro-A6-PGI, derivatives. The 5R isomers also produced some S (E)-fluoro-PGI, while the 5 s isomers produced a lesser amount of 5 (Z)-fluoro-PG12. A mechanism is proposed to explain this ...