54621-11-3Relevant articles and documents
Enantioselective Total Synthesis of (+)-Hinckdentine A via a Catalytic Dearomatization Approach
Douki, Kazuya,Ono, Hiroyuki,Taniguchi, Tohru,Shimokawa, Jun,Kitamura, Masato,Fukuyama, Tohru
, p. 14578 - 14581 (2016)
Optically pure hinckdentine A was synthesized on a 300 mg scale via an asymmetric catalysis-based strategy. The key steps to the first asymmetric synthesis involved (i) enantioselective dearomative cyclization of an achiral N-acyl indole that allowed for the efficient construction of the key polycyclic indoline intermediate with a crucial tetrasubstituted stereogenic carbon center, (ii) Beckmann fragmentation-mediated ring expansion, (iii) rearrangement-based introduction of an anilinic nitrogen atom, (iv) regioselective tribromination, and (v) final closure of the cyclic amidine moiety.
TRICYCLIC CYTOPROTECTIVE COMPOUNDS
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Page/Page column 18, (2008/06/13)
Compounds of formula (I): in which: X is a group of formula >CR1R2 or >SO2; Y is a group of formula >NH or >CR1R2; Z is a group of formula >C=O or >CH2 or a direct bond; R1 hydrogen and R2 is hydrogen, carboxy or hydroxy; or R1 and R2 together represent an oxo group, a methylenedioxy group or a hydroxyimino group; R3 is hydrogen or lower alkyl; R4 represents two hydrogen atoms, or an oxo or hydroxyimino group; R5 is hydrogen, lower alkyl or halogen; R6 is hydrogen, lower alkoxy or carboxy; R7 and R8 are each hydrogen, lower alkyl or halogen; and pharmaceutically acceptable salts and esters thereof can be used for the treatment or prophylaxis of acute or chronic neurodegenerative diseases or conditions such as Alzheimer’s Disease, Parkinson’s Disease, Huntington’s Chorea, Multiple Sclerosis or the sequelae to acute ischaemic events such as heart attack, stroke or head injury and for protection against ischaemic damage to tissues of peripheral organs.
Synthesis of aspidospermidine alkaloids from 1,2,3,4- tetrahydrocarbazole: Total stereoselective synthesis of (±)-18- noraspidospermidine
Urrutia, Anahi,Rodriguez, J. Gonzalo
, p. 11095 - 11108 (2007/10/03)
The reactivity of the 1,2,3,4-tetraliydrocarbazol-4-one derivatives has been analysed and applied to the synthesis of (±)-18-noraspidospennidine (1b). Tiffs was synthesised, starting from 4-(1',3'-dioxolan-2'- yl)cyclohexanone which was successively trans