Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors |
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| Authors: | Bandini Marco Garelli Andrea Rovinetti Matteo Tommasi Simona Umani-Ronchi Achille |
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| Institution: | Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum, University of Bologna, Italy. marco.bandini@unibo.it |
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| Abstract: | A new valuable catalytic protocol for the preparation of synthetically useful beta-indolyl nitro compounds bearing benzhydryl stereocenters is presented. The combined use of catalytic amounts of a commercially available chiral SalenAlCl] complex and pyridine allowed, for the Friedel-Crafts alkylation reaction of indoles with aromatic nitro-olefins to be carried out in good yields and enantioselectivity (up to 63% ee). |
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| Keywords: | asymmetric catalysis Salen ligand aluminum complex Lewis acid Friedel–Crafts alkylation |
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