Angewandte Chemie International Edition · 2005 · 191 citations · 24 references
PharmacyChemistryMedicinal ChemistryBiocatalysisOrganic ChemistrySynthetic Medicinal ChemistryPlant Natural Product BiosynthesisAlkaloid MetabolismEnantioselective CatalysisEnzymatic Pathways In Alkaloid BiosynthesisIndole AlkaloidsIndole ChemistryIndole DerivativesIndole SynthesisPlant Alkaloids
Readily available cinchona alkaloids have been used as organocatalysts in the highly efficient stereoselective hydroxyalkylation of heteroaromatics such as indoles with 3,3,3-trifluoropyruvate (2, see scheme). High yields and ee values of both enantiomers of the products, depending on the catalyst used, indicate the usefulness of the developed methodology.
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James A. Dale, Harry S. Mosher · Journal of the American Chemical Society · 1973 · 2.6K citations
Proline-catalyzed asymmetric reactions
Benjamin List · Tetrahedron · 2002 · 1.1K citations
Enantioselective Organocatalysis
Peter I. Dalko, Lionel Moisan · Angewandte Chemie International Edition · 2001 · 1.1K citations