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Enantioselective Pictet-Spengler Reaction of Nitrones Derived from <i>N</i><sub>b</sub>-Hydroxytryptamine with Aldehydes Catalyzed by Chiral Brønsted Acid-Assisted Lewis Acids
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1997
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Chemical EngineeringEnantioselective Pictet-spengler ReactionEngineeringNitrones DerivedN B-hydroxytryptamineAldehydes CatalyzedPictet-spengler ReactionOrganic ChemistryCatalysisChemistryAsymmetric CatalysisSynthetic ChemistryEnantioselective Synthesis
The enantioselective Pictet-Spengler reaction catalyzed by chiral binaphthol-derived Brønsted acid-assisted Lewis acids is demonstrated. The Pictet-Spengler reaction of nitrones, prepared from N b-hydroxytryptamine with aldehydes, gave the corresponding 1-substituted-2-hydroxytetrahydro-β-carbolines with up to 91% ee.