Journal of the Chemical Society. Chemical communications p. 811 - 812 (1995)
Update date:2022-08-04
Topics:
Yoshida, Yukio
Sato, Yoshitaka
Okamoto, Sentaro
Sato, Fumie
A highly efficient and practical synthesis of enantiomerically pure benzoprostacyclins, chemically stable and therapeutically useful prostaglandin I2 analogues, is developed which includes an efficient preparation of 2-<3-bromo-2-(allyloxy)phenyl>-4-siloxycyclopent-2-en-1-one 3 in optically active form and the conjugate addition of ω side-chains onto 3 followed by cyclization to the key intermediate (1R,2R,3'S)-2-endo-siloxy-1-exo-(3'-siloxyalk-1-enyl)-3a,8b-cis-2,3,3a,8b-tetrahydro-1H-5-bromocyclopentabenzofuran 4.
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Doi:10.1021/acs.jafc.7b05813
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