Weak Brønsted Acid−Thiourea Co-catalysis: Enantioselective, Catalytic Protio-Pictet−Spengler Reactions
2009; American Chemical Society; Volume: 11; Issue: 4 Linguagem: Inglês
10.1021/ol802887h
ISSN1523-7060
AutoresRebekka S. Klausen, Eric N. Jacobsen,
Tópico(s)Synthesis of Indole Derivatives
ResumoThe development of one-pot imine formation and asymmetric Pictet-Spengler reactions cocatalyzed by a chiral thiourea and benzoic acid is described. Optically active tetrahydro-beta-carbolines, ubiquitous structural motifs in biologically active natural products, are obtained in high ee directly from tryptamine and aldehyde precursors.
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