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Organopalladium approaches to prostaglandins. 3. Synthesis of bicyclic and tricyclic 7-oxaprostaglandin endoperoxide analogs via oxypalladation of norbornadiene

โœ Scribed by Larock, Richard C.; Leach, Douglas R.


Book ID
126935007
Publisher
American Chemical Society
Year
1984
Tongue
English
Weight
644 KB
Volume
49
Category
Article
ISSN
0022-3263

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๐Ÿ“œ SIMILAR VOLUMES


Organopalladium approaches to prostaglan
โœ R.C. Larock; D.R. Leach; S.M. Bjorge ๐Ÿ“‚ Article ๐Ÿ“… 1982 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 216 KB

Thlophene-contalnlng prostaglandln endoperoxlde analogs are readily avallable by addltlon of thlenylpalladlum species to blcycllc oleflns and subsequent treatment with alkenyl or alkynyl organometalllcs. Hydrogenation affords blcycllc and trlcycllc prostanolc acid analogs.

Organopalladium approaches to prostaglan
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Vinylpalladation of norbornene using vinylmercurial 5 and Li2PdC14 affords the corresponding cis-exo adduct 6 which can be directly carbonylated to methyl ester 7 in 60% overall yield. Reduction to aldehyde 9 and subsequent chain elaboration provides the new prostaglandin endoperoxide analog 12. Epi