115522-83-3

Upstream product

• 67-56-1 methanol 
• 66405-83-2 3-(2-Acetyl-5-methoxy-phenyl)-propionic acid 
• 115171-41-0 2-ethoxycarbonyloxy-3,4-dihydro-6-methoxy-1-methyl-naphthalene 
• 14429-17-5 N-(α-methyl-4-methoxybenzylidene)benzylamine 

Downstream Products

• 115522-84-4 methyl 3-<2-(1-cyanovinyl)-5-methoxyphenyl>propionate 
• 115522-87-7 (E)-5-<2-(1-cyanovinyl)-5-methoxyphenyl>-1-hydroxy-2-methyl-pent-2-ene 
• 115522-88-8 2-[4-Methoxy-2-((E)-4-methyl-5-oxo-pent-3-enyl)-phenyl]-acrylonitrile 
• 115522-86-6 (E)-ethyl 5-<2-(1-cyanovinyl)-5-methoxyphenyl>-2-methylpent-2-enoate 
• 115522-89-9 (E)-6-<2-(1-cyanovinyl)-5-methoxyphenyl>-2-hydroxy-3-methyl-1-trimethylsilylhex-3-ene 
• 115522-94-6 (4aS*)-4aα-(N-benzylaminomethyl)-3,4,4a,9,10,10aα-hexahydro-7-methoxy-1-methylphenanthrene 
• 115522-94-6 (4aS*)-4aα-(N-benzylaminomethyl)-3,4,4a,9,10,10aβ-hexahydro-7-methoxy-1-methylphenanthrene 
• 115522-92-4 (4aS*)-4aα-(benzamidomethyl)-3,4,4a,9,10,10aα-hexahydro-7-methoxy-1-methylphenanthrene 
• 115522-92-4 (4aS*)-4aα-(benzamidomethyl)-3,4,4a,9,10,10aβ-hexahydro-7-methoxy-1-methylphenanthrene 

Relevant academic research and scientific papers

Ortho alkylation of aromatic ketimine with functionalized alkene by Rh(I) catalyst

(Chemical Equation Presented) The reaction of the imine of aromatic ketones with functionalized alkenes was performed under a catalytic amount of (PPh 3)3RhCl, and corresponding ortho-alkylated ketones were obtained after hydrolysis.

Use of an Electrocyclic Reaction of o-Quinodimethane and an Intramolecular Mannich-type Cyclisation in Diterpene Alkaloid Synthesis: a Synthesis of Nagata's Intermediate for (+/-)-Atisine

A synthesis of the tetracyclic amine hydrochloride (2), a pivotal intermediate for Nagata's total synthesis of (+/-)-atisine, is described.The synthesis commenced with an electrocyclic reaction of the Z-o-quinodimethane (10), generated in situ by thermolysis of the benzocyclobutene (9), leading to the dihydronaphthalene (8).The hydrophenanthrene portion in (2) was elaborated by an intramolecular Diels-Alder reaction of the transient triene (6), which was produced from (8) via a nine-step sequence.The piperidine ring construction was accomplished by employing an intramolecular Mannich-type cyclisation (or an intramolecular iminium-ene reaction) of the hydrochloride (4); the resulting tetracycle (3) was then finally converted into (2) by catalytic hydrogenation.The cis-hydrochloride (27) was similarly converted into the cis-tetracycle (31) via (30), whose structure was established by a single-crystal X-ray analysis, by the same manner.

Novel Synthesis of a Key Intermediate for (+/-)-Atisine

A novel synthesis of Nagata's tetracyclic intermediate (2) for (+/-)-atisine (1) has been accomplised from the benzocyclobutene (3) via two newly developed methodologies.