873949-34-9

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 873949-47-4 (-)-tert-butyl ((3'aS,4'R,5'R,6'aR)-4'-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyloct-1-en-6-ynyl)-5,5-dimethylhexahydro-1'H-spiro[[1,3]-dioxane-2,2'-pentalene]-5'-yloxy)dimethylsilane 
• 873949-46-3 (+)-(3'aS,4'R,5'R,6'aR)-4'-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyloct-1-en-6-ynyl)-5,5-dimethylhexahydro-1'H-spiro[[1,3]-dioxane-2,2'-pentalen]-5'-ol 
• 873949-45-2 (3'aS,4'R,6'aR)-4'-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyloct-1-en-6-ynyl)-5,5-dimethyltetrahydro-1'H-spiro[[1,3]-dioxane-2,2'-pentalen]-5'(3'H)-one 
• 873949-42-9 (-)-tert-butyldimethyl((3S,4S,E)-4-methyl-1-(tributylstannyl)oct-1-en-6-yn-3-yloxy)silane 
• 746651-66-1 (E)-(3S,4S)-4-Methyl-1-tributylstannanyl-oct-1-en-6-yn-3-ol 
• 74842-89-0 (+)-(3aS,4R,5R,6aR)-5-hydroxy-4-((3S,4S,E)-3-hydroxy-4-methyl-oct-1-en-6-ynyl)hexahydropentalene-2(1H)-one 
• 146380-16-7 (-)-(3aR,4R,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyl-oct-1-en-6-ynyl)hexahydropentalene-2(1H)-one 
• 200432-33-3 (1S,2R)-dimethoxyphosphanyl-2-(2-phenylpropan-2-yl)cyclohexyl 2-(dimethoxyphosphoryl)acetate 

Relevant academic research and scientific papers

Fully stereocontrolled total syntheses of the prostacyclin analogues 16S-iloprost and 16S-3-oxa-iloprost by a common route, using alkenylcopper-azoalkene conjugate addition, asymmetric olefination, and allylic alkylation

In this article we describe fully stereocontrolled total syntheses of 16S-iloprost (16S-2), the most active component of the drugs Ilomedin and Ventavis, and of 16S-3-oxa-iloprost (16S-3), a close analogue of 16S-2 having the potential for a high oral act