70150-66-2Relevant academic research and scientific papers
N-phenyl and N-benzyl enaminones and methods for using same
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Page/Page column 14, (2018/04/20)
The present disclosure provides compounds, compositions, and methods for use of the compounds. The compounds are N-phenyl or N-benzyl enaminones. The compositions can be pharmaceutical compositions. For example, the compounds/compositions are used in treating seizure disorders. The methods entail administering a composition comprising one or more of the compounds to a subject in need thereof. Articles of manufacture comprising one or more of the compounds/compositions are also provided.
Total synthesis of (+)-nankakurines A and B and (±)-5-epi- nankakurine A
Altman, Ryan A.,Nilsson, Bradley L.,Overman, Larry E.,Read De Alaniz, Javier,Rohde, Jason M.,Taupin, Veronique
experimental part, p. 7519 - 7534 (2011/02/23)
The first total syntheses of the Lycopodium alkaloids (+)-nankakurine A (2), (+)-nankakurine B (3), and the originally purported structure 1 of nankakurine A were accomplished. The syntheses of 2 and 3 feature a demanding intramolecular azomethine imine cycloaddition as the key step for generating the octahydro-3,5-ethanoquinoline moiety and installing the correct relative configuration at the spiropiperidine ring juncture. The cyclization precursor was prepared from octahydronaphthalene ketone 50, which was assembled from enone (+)-9 and diene 48 by a cationic Diels-Alder reaction. The Diels-Alder reactants were synthesized from 5-hexyn-1-ol (16) and (+)-pulegone (49), respectively. The tetracyclic ring system of 1 was generated using an unprecedented nitrogen-terminated aza-Prins cyclization cascade. The enantioselective total syntheses of (+)-nankakurine A (2) and (+)-nankakurine B (3) establish the relative and absolute configuration of these alkaloids and are sufficiently concise that substantial quantities of 2 and 3 were prepared for biological studies. (+)-Nankakurine A and (+)-nankakurine B showed no effect on neurite outgrowth in rat hippocampal H-19 cells over a concentration range of 0.3-10 μM.
Cytochalasin Support Studies. The C14-C19 Subunit of Cytochalasin C. Intramolecular 2 + 2 Photochemical Cycloaddition of Vinyl Sulfones
Musser, Arlene K.,Fuchs, P. L.
, p. 3121 - 3131 (2007/10/02)
An intramolecular 2? + 2? photochemical cycloaddition between a six-membered ring vinyl sulfone and a five-membered ring vinylogous ester is described.The process occurs with moderate regiospecificity, the direction being controlled by a cis-acetonide moiety on the six-membered ring.Attempts to fragment the β-alkoxy sulfone adduct to trigger a DeMayo ring expansion were unsuccessful.
