70191-85-4

Upstream product

• 65910-36-3 12-hydroxy-homochelidonine 
• 65910-39-6 (4bα,10bα,11β)-4b,5,6,10b,11,12-hexahydro-7,8,12-trimethoxy-5-methyl-2,3-methylenedioxybenzophenanthridine-11-ol 
• 65341-21-1 N-(3,4-dihydro-6,7-methylenedioxy-1-naphthyl)-2,3,6-trimethoxy-N-methylbenzamide 
• 41303-45-1 6,7-methylenedioxy-1-tetralone 
• 65910-37-4 (4bα,10bα,11α,12β)-12-acetoxy-4b,5,6,10b,11,12-hexahydro-7,8-dimethoxy-5-methyl-2,3-methylenedioxybenzophenanthridine-11-ol 
• 65910-38-5 6t-acetoxy-5c-methanesulfonyloxy-1,2-dimethoxy-12-methyl-(4br,11bc)-4b,5,6,11b,12,13-hexahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine 
• 102349-23-5 1,2-dimethoxy-12-methyl-4b,11b,12,13-tetrahydro[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine 
• 65341-23-3 11,12-dihydro-7,8-dimethoxy-5-methyl-2,3-methylenedioxybenzophenanthridine-6(5H)-one 
• 65341-24-4 12-acetoxy-7,8-dimethoxy-5-methyl-2,3-methylenedioxybehzophenanthridin-6(5H)-one 
• 65341-26-6 7,8-dimethoxy-5-methyl-2,3-methylenedioxybehzophenanthridin-6,11,12(5H)-trione 
• 65910-36-3 (4bα,10bα,11α,12β)-4b,5,6,10b,11,12-hexahydro-7,8-dimethoxy-5-methyl-2,3-methylenedioxybenzophenanthridine-11,12-diol 
• 65341-25-5 12-hydroxy-7,8-dimethoxy-5-methyl-2,3-methylenedioxybehzophenanthridin-6(5H)-one 
• 58093-61-1 2,3,6-Trimethoxybenzoesaeurechlorid 
• 164524-89-4 3,4-dehydro-6,7-methylenedioxy-1-tetralone-2-spiro-3'-(6,7-dimethoxyphthalide) 

Relevant academic research and scientific papers

Stereoselective total synthesis of (±)-homochelidonine

(±)-Homochelidonine, a B/C-cis-11-hydroxyhexahydrobenzo[c]phenanthridine alkaloid, was stereoselectively synthesized from arnottin II, a non-alkaloidal spirolactonyl tetralone which had been structurally correlated to chelerythrine, a fully aromatized-type alkaloid, by the common use of a 2-benzofuranyl-1-tetralone as a synthetic key intermediate. Thus, a valuable synthetic method accessible to benzo[c]phenanthridine alkaloids with different oxidation stages of the basic skeleton could be proposed.

Photocyclisation of Enamides. Part 19. Total Synthesis of (+/-)-Homochelidonine

Photocyclisation of the enamide (2) and successive stereoselective functionalisation of the photocyclised didehydro lactam (3a) completed the first total synthesis of (+/-)-homochelidonine (7e).