Catalytic enantioselective Friedel-Crafts alkylation at the 2-position of indole with simple enones |
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Authors: | Gonzalo Blay Carlos Vila |
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Affiliation: | Departament de Química Orgànica Facultat de Química, Universitat de València, E-46100 Burjassot, Spain |
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Abstract: | A procedure for the enantioselective alkylation of indole at the 2-position with simple non-chelating enones is described for the first time. Reaction between 4,7-dihydroindole and enones in the presence of zirconium(IV)-BINOL complexes, followed by a p-benzoquinone oxidation gives indoles alkylated at the 2-position with good yields and moderate enantioselectivities. |
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Keywords: | Enantioselective catalysis Zirconium complexes BINOL Heterocycles Dihydroindole Conjugate addition |
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