75596-77-9

Upstream product

• 28333-62-2 1-Brom-4,7-octandion-bis(ethylenacetal) 
• 59841-29-1 3-Methyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-enone 
• 28333-61-1 1-Bromo-3-(5-methyl-2-furyl)propane 
• 75596-76-8 1-Brom-4,7-octandion 

Downstream Products

• 75596-86-0 1,3-Dimethyl-2-(2-<3-methyl-2-(4-methylpent-3-enyl)cyclohexa-1(6),2-dienyl>ethyl)cyclopent-2-en-1-ol 
• 75596-88-2 1,3-Dimethyl-2-{2-[3-methyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-en-(Z)-ylidene]-ethyl}-cyclopent-2-enol 
• 75596-87-1 1,3-Dimethyl-2-{2-[3-methyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-en-(E)-ylidene]-ethyl}-cyclopent-2-enol 
• 75596-78-0 1-<3-Methyl-2-(4-methylpent-3-enyl)cyclohexa-1(6),2-dienyl>-4,7-octandion-bis(ethylenacetal) 
• 75596-80-4 C₂₅H₄₀O₄ 
• 75596-79-1 C₂₅H₄₀O₄ 
• 75608-27-4 1-<3-Methyl-2-(4-methylpent-3-enyl)cyclohexa-1(6),2-dienyl>-4,7-octandion 
• 75596-83-7 3-Methyl-2-(2-<3-methyl-2-(4-methylpent-3-enyl)cyclohexa-1(6),2-dienyl>ethyl)cyclopent-2-en-1-on 
• 75596-85-9 3-Methyl-2-{2-[3-methyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-en-(Z)-ylidene]-ethyl}-cyclopent-2-enone 
• 75596-84-8 3-Methyl-2-{2-[3-methyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-en-(E)-ylidene]-ethyl}-cyclopent-2-enone 

Relevant academic research and scientific papers

Synthesis of (+/-)-20-Methylpregn-4-en-3-one and (+/-)-20-Methyl-14β,17α-pregn-4-en-3-one via Ionic Cyclization of a Tetraenol with Preformed "Ring C"

The acid catalyzed cyclization of the polyolefinic substrates II and III was investigated.Only tetraenol II could be induced to undergo twofold bond formation to produce the A-nor-pregn-3(5),8(14)-diene derivatives 11a/11b, epimeric at C-17.The cyclization substrate was synthesized, involving coupling (Li/THF) of diacetal bromide 4 with cyclohexanone derivative 5 followed by dehydration, ketal hydrolysis, cyclodehydration (6 -> 9) and treatment of 9 with CH3Li to give the isomers 10a-c.Cyclization (CF3CO2H/CH2Cl2) of 10a-c at -80 degC produced the tetracyclic dienes 11a/11b in the ratio 6:1, at 0 degC in the ratio 3:2.Hydrogenation at Δ20(22) of 11a and 11b, HBr induced isomerization (Δ8(14) -> Δ14) and stereoselective hydrogenation at Δ14 produced the mono-enes 16a and 16b, respectively, which were converted into the title compounds 18a and 18b.