92256-33-2Relevant articles and documents
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Wenkert et al.
, p. 489 (1964)
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Solution phase and nanoparticular biosynthetically inspired interconnections in the canthin-6-one β-carboline series and study of phenotypic properties on C. elegans
Cebrian-Torrejon, Gerardo,Mackiewicz, Nicolas,Vazquez-Manrique, Rafael P.,Fournet, Alain,Figadere, Bruno,Nicolas, Julien,Poupon, Erwan
, p. 5821 - 5828 (2013/09/23)
Based on the biosynthetic line of canthin-6-one alkaloids from their simple precursors such as tryptamine, the present work is focused on the study of alternative protocol of the Bischler-Napieralski reaction and has led to a full coverage of the different biosynthetic intermediates. Nanoparticles were also prepared as mimics of biosynthetic assembly lines and some interesting biological results in term of chemical ecology are also reported. Canthin-6-one, a particular representative β-carboline alkaloid, was targeted for synthesis keeping in mind its biosynthetic origin. In fact, several biosynthetic intermediates were synthesized and nanoparticular mimicry of key steps was also achieved permitting further evaluation of biological properties for this class of alkaloids. Copyright
Novel supramolecular palladium catalyst for the asymmetric reduction of imines in aqueous media
Da Silva, Wender A.,Rodrigues Jr., Manoel T.,Shankaraiah,Ferreira, Renan B.,Andrade, Carlos Kleber Z.,Pilli, Ronaldo A.,Santos, Leonardo S.
supporting information; experimental part, p. 3238 - 3241 (2010/02/28)
A novel approach to the asymmetric reduction of dihydro-β-carboline derivatives to the corresponding tetrahydro-β-carbolines is described based on the supramolecular lyophilized complex formed from β-cyclodextrin/ imines as an enzyme mimetic and palladium hydride as the reducing agent. The methodology allowed us to develop a short and efficient preparation of (R)-harmicine and (R)-deplancheine alkaloids in high overall yields and ee of 89 and 90%, respectively.