74181-87-6

Upstream product

• 73114-15-5 phenyl(thiophenyl)sulfonate 
• 89329-83-9 (3R,3aR,3bR,6aR,7S,7aS)-7-Diethoxymethyl-2,2,3b,4-tetramethyl-2,3,3a,3b,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-ol 
• 89329-77-1 Formic acid (3R,3aR,3bR,4R,6aS,7S,7aS)-3-hydroxy-2,2,3b,4-tetramethyl-5-oxo-decahydro-cyclopenta[a]pentalen-7-yl ester 
• 89329-76-0 C₁₆H₂₄O₄ 
• 89329-75-9 (3R,3aR,3bR,6aR,7S,7aS)-3-Hydroxy-2,2,3b,4-tetramethyl-2,3,3a,3b,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalene-7-carbaldehyde 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 74145-61-2 (3aR,6S,6aR)-2,2,6-Trimethyl-6-(1-methyl-2-oxo-propyl)-hexahydro-pentalene-1,5-dione 
• 74145-62-3 (3aβ,3bα,6aα)-3a,3b,5,6,6a,7-hexahydro-3,3a,5,5-tetramethylcyclopenta<4,5>pentalene-2,4-dione 
• 74145-63-4 (3aβ,3bα,6aα)-3,3a,3b,5,6,6a-hexahydro-3,3a,5,5-tetramethylcyclopenta<4,5>pentalene-2,4-dione 
• 74145-64-5 (3aR,3bS,7aR)-5-Hydroxy-2,2,3b,4-tetramethyl-1,2,3a,3b,4,5,6,7a-octahydro-cyclopenta[a]pentalen-3-one 
• 74145-65-6 (3aS,3bR,4R,6aR)-3,3a,5,5-Tetramethyl-2,3,3a,3b,4,5,6,6a-octahydro-1H-cyclopenta[a]pentalene-2,4-diol 
• 74145-66-7 C₁₅H₂₄O₃ 
• 89329-78-2 (3aR,3bS,4S,6aR,7R)-3,3a,5,5-Tetramethyl-3-phenylsulfanyl-4,7-bis-trimethylsilanyloxy-3,3a,3b,4,5,6,6a,7-octahydro-cyclopenta[a]pentalen-2-one 
• 74145-67-8 (4aβ,4bα,5α,7aα,7bα)-4,4a,4b,5,6,7,7a,7b-octahydro-4,4a,6,6-tetramethyl-5-hydroxycyclopenta<4,5>pentaleno<6,6a-b>oxiren-3-one 

Downstream Products

• 33404-85-2 dl-coriolin 
• 33404-85-2 C₁₅H₂₀O₅ 
• 33400-89-4 dl coriolin B 
• 33404-85-2 dl-coriolin 
• 33404-85-2 3-epicoriolin 
• 74181-88-7 (3aS,3bR,4R,6aS,7S)-3-Benzenesulfinyl-4,7-dihydroxy-3,3a,5,5-tetramethyl-3,3a,3b,4,5,6,6a,7-octahydro-cyclopenta[a]pentalen-2-one 

Relevant academic research and scientific papers

Synthetic studies on areneolefin cycloadditions. VI. Two syntheses of (±)-coriolin

The areneolefin photocyclization is shown to provide access to highly oxygenated natural products in an efficient and straightforward manner, as evidenced by the synthesis of coriolin via two separate routes; both proceed from 1-(2,6-dimethylphenyl)-1-acetoxy-2,2-dimethylpent-4-ene in 12 steps.

Stereospecific Total Synthesis of dl-Coriolin and dl-Coriolin B

The total synthesis of the title compounds are described.The starting materials were the enedione 6 and the siloxy diene 27.Cycloaddition of these compounds afforded 28, which was converted to 30.Degradation of enone 30 gave methyl ketone 32, which upon c