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.
Exploration of ω-side chain addition strategies for the syntheses of isocarbacyclin and 15R-16-(m-tolyl)-17,18,19,20-tetranorisocarbacyclin
Sheddan, Neil A.,Mulzer, Johann
, p. 4127 - 4130 (2008/09/19)
We describe alternative access to prostacyclin analogues by means of two ω-side chain addition strategies: Grignard reagent addition to an α,β-unsaturated Weinreb amide, followed by diastereoselective reduction of the corresponding enone system, and imple
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)
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