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
โฆ LIBER โฆ
Organopalladium approaches to prostaglandins. 9. Synthesis of a prostaglandin endoperoxide analogue by allylpalladation-ozonolysis of norbornene
โ Scribed by R.C. Larock; K. Narayanan
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 477 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4020
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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.