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Chiral Thioureas Promote Enantioselective Pictet–Spengler Cyclization by Stabilizing Every Intermediate and Transition State in the Carboxylic Acid-Catalyzed Reaction

An investigation of the mechanism of benzoic acid/thiourea co-catalysis in the asymmetric Pictet–Spengler reaction is reported. Kinetic, computational, and structure–activity relationship studies provide evidence that rearomatization via deprotonation of the pentahydro-β-carbolinium ion intermediate...

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Detalles Bibliográficos
Publicado en:J Am Chem Soc
Autores principales: Klausen, Rebekka S., Kennedy, C. Rose, Hyde, Alan M., Jacobsen, Eric N.
Formato: Artigo
Lenguaje:Inglês
Publicado: 2017
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Acceso en línea:https://ncbi.nlm.nih.gov/pmc/articles/PMC5674793/
https://ncbi.nlm.nih.gov/pubmed/28787140
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jacs.7b06811
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