56881-49-3

Upstream product

• 85867-71-6 8,8-Dimethyl-4a,5,8,8a,9,10-hexahydro-4H-3-oxa-benzo[f]azulen-5-ol 
• 82043-26-3 (+/-)-pallescensin 1 
• 85867-72-7 2-(2-Furan-3-yl-ethyl)-1,3,3-trimethyl-7-oxa-bicyclo[4.1.0]heptane 
• 85867-67-0 3-<2-(2-furyl)ethyl>-4,4-dimethyl-2-methylenecyclohexanone 
• 85867-66-9 3-<2-(2-furyl)ethyl>-4,4-dimethyl-2-methylenecyclohexanol 
• 85867-68-1 5,5a,6,7,8,9,9a,10-octahydro-6,6-dimethyl-4H-benzo<5,6>cyclohepta<1,2-b>furan-9-one 
• 85867-70-5 5,5a,6,9,9a,10-hexahydro-6,6-dimethyl-4H-benzo<5,6>cyclohepta<1,2-b>furan-9-one 
• 85867-69-2 5,5a,6,7,8,9,9a,10-octahydro-6,6-dimethyl-8-phenylseleno-4H-benzo<5,6>cyclohepta<1,2-b>furan-9-one 

Downstream Products

• 56881-48-2 pallescencin F 

Relevant academic research and scientific papers

Furanosesquiterpenoids: Total Synthesis of Pallescensins 2, F, and G

Oxidation of the synthetic pallescensin 1 with m-chloroperbenzoic acid, follwed by treatment of the resulting epoxide with lithium diethylamide, afforded 3--4,4-dimethyl-2-methylenecyclohexanol (6).The alcohol 6 was dehydrated with refluxing hexamethylphosphoric triamide to give pallescensin 2.Oxidation of 6 with pyridinium chlorochromate, followed by intramolecular cyclization with 85percent phosphoric acid, afforded 5,5a,6,7,8,9,9a,10-octahydro-6,6-dimethyl-4H-benzocycloheptafuran-9-one.This was converted into the corresponding α,β-unsaturated ketone (10) via an α-phenylseleno ketone.Reduction of 10 with lithium aluminium hydride, followed by dehydration with hexamethylphosphoric triamide at 200-210 deg C, afforded pallescensin G, which was further isomerized to pallescensin F.