Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors.
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).
Bandini
Marco
M
Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum, University of Bologna, Italy. marco.bandini@unibo.it
Garelli
Andrea
A
Rovinetti
Matteo
M
Tommasi
Simona
S
Umani-Ronchi
Achille
A