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Prostaglandins and congeners V. (1) Synthesis of d1-prostaglandin E1, d1-11-deoxyprostaglandin E1, and d1-15-hydroxy-9-oxo-13-cis-prostenoic acid via conjugate addition of 3-trityloxy-1-octenylmagnesium bromides
Authors:Karel F Bernady  Martin J Weiss
Institution:Process and Analytical Research Section, Lederle Laboratories, American Cyanamid Company, Pearl River, New York 10965, USA
Abstract:d1-Prostaglandin E1 and d1-11-deoxyprostaglandin E1 are conveniently synthesized via the copper (I) catalyzed conjugate addition of the Grignard reagent prepared from 3-trityloxy-trans-1-octenyl bromide to the appropriate cyclopentenone precursor. The Grignard reagent also afforded the synthesis of a novel structure, d1-15-hydroxy-9-oxo-13-cis-prostenoic acid.
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