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Prostaglandins. IX. Synthesis of (+-)-prostaglandin E1, (+-)-11-deoxyprostaglandins E1,F1.alpha., and F1.beta., and (+-)-9-oxo-13-cis-prostenoic acid by conjugate addition of vinylcopper reagents

โœ Scribed by Alvarez, Francisco S.; Wren, Douglas; Prince, Anthony


Book ID
121353309
Publisher
American Chemical Society
Year
1972
Tongue
English
Weight
708 KB
Volume
94
Category
Article
ISSN
0002-7863

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Synthesis of (ยฑ) 11-deoxyprostaglandin E
โœ Francisco S. Alvarez; Douglas Wren ๐Ÿ“‚ Article ๐Ÿ“… 1973 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 211 KB

We wish to report an efficient synthesis of 11-deoxy PGElg, 11-deoxy PGFlc, and ll-deoxy PGFl5 and its 158 epimers via the key intermediate 2-(6'-carbomethoxyhexyl)-cyclopenten-1-one-3-carboxaldehyde (6). Michael addition of nitromethane to the ketone 1 7a , catalyzed with tetra-2 methylguanidine ,