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). (c) 2005 Wiley-Liss, Inc. Chirality 17:522-529, 2005.
Titolo: | Catalytic enantioselective addition of indoles to aryl-nitroalkenes. Effective route to enantiomerically enriched tryptamine precursors | |
Autore/i: | BANDINI, MARCO; GARELLI, ANDREA; M. Rovinetti; TOMMASI, SIMONA; UMANI RONCHI, ACHILLE | |
Autore/i Unibo: | ||
Anno: | 2005 | |
Rivista: | ||
Digital Object Identifier (DOI): | http://dx.doi.org/10.1002/chir.20189 | |
Abstract: | 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). (c) 2005 Wiley-Liss, Inc. Chirality 17:522-529, 2005. | |
Data prodotto definitivo in UGOV: | 2005-10-18 14:24:17 | |
Appare nelle tipologie: | 1.01 Articolo in rivista |
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