832078-96-3

Upstream product

• 59995-48-1 (R)-4-acetoxycyclopent-2-en-1-one 

Downstream Products

• 832078-92-9 (R)-2-[(1R,2R,3R,5R)-2,3-bis(methoxymethoxy)-3-methyl-5-(triethylsilyloxy)cyclopentyl]-2-(4-methoxybenzyloxy)-1-(pyrrolidin-1-yl)ethanone 
• 832078-93-0 (1R)-1-[(1R,2R,3R,5R)-2,3-bis(methoxymethoxy)-3-methyl-5-[(triethylsilyl)oxy]cyclopentyl]-1-[(4-methoxyphenyl)methoxy]propan-2-one 
• 832078-91-8 (R)-2-(4-methoxybenzyloxy)-2-[(1R,2R,3R,5R)-5-hydroxy-2,3-bis(methoxymethoxy)-3-methylcyclopentyl]-1-(pyrrolidin-1-yl)ethanone 
• 832078-90-7 (3R,3aR,4R,5R,6aR)-3,3a,4,5,6,6a-hexahydro-3-[(4-methoxybenzyl)oxy]-4,5-bis(methoxymethoxy)-5-methyl-2H-cyclopenta[b]furan-2-one 

Relevant academic research and scientific papers

Toward the total syntheses of pepluanin A and euphosalicin: Concise route to a highly oxygenated cyclopentane as a common intermediate

A substrate controlled asymmetric synthesis is described of a highly functionalized cyclopentanyl vinyl triflate which serves as an advanced intermediate in the total synthesis of the novel multidrug resistance reversing jatrophanes pepluanin A and euphosalicin. Key steps are a Claisen-Eschenmoser rearrangement followed by hydroxy-lactonization, intramolecular trans-lactonization, Davis hydroxylation and regioselective enoltriflate formation.