88911-35-7Relevant articles and documents
Diastereoselective total synthesis of isocarbacyclin from L-ascorbic acid
Ishikawa, Teruhiko,Ishii, Hirokazu,Shimizu, Kazuo,Nakao, Hiroe,Urano, Jin,Kudo, Takayuki,Saito, Seiki
, p. 8133 - 8135 (2004)
Diastereoselective total synthesis of isocarbacyclin, which features a fused bicyclic key intermediate available from L-ascorbic acid, is described. The key intermediate was prepared in multigram quantities by the Pauson-Khand reaction of L-ascorbic acid-based (R)-4,4-diallyl-2,2-dimethyl-5- (trimethylsilyl)ethynyl-1,3-dioxolane (3), discriminating diastereotopic groups and faces of the geminal allyl substituents.
Cross metathesis as a general strategy for the synthesis of prostacyclin and prostaglandin analogues
Sheddan, Neil A.,Mulzer, Johann
, p. 3101 - 3104 (2007/10/03)
A cross metathesis (CM) approach has been successfully applied to introduce fully functionalized ω-side chain appendages of various prostacyclin and prostaglandin analogues, resulting in high (E)-selectivities for the C13-C14 double bond and leading to the total syntheses of isocarbacyclin, 15R-TIC, carbacyclin, and PGF2α, and the formal syntheses of 15-deoxy-TIC and PGJ2.
Syntheses of isocarbacyclin by highly regioselective alkylation of allylic alcohols
Bannai,Tanaka,Okamura,Hazato,Sugiura,Manabe,Tomimori,Kato,Kurozumi,Noyori
, p. 6689 - 6704 (2007/10/02)
-