A chiral bidentate sp2-N ligand, naph-diPIM: Application to CpRu-catalyzed asymmetric dehydrative C-, N-, and O-allylation

Article abstract of DOI:10.1002/anie.201100772

A handy new ligand: The CpRu complex (Cp=cyclopentadienyl) of a new type of chiral bisamidine ligand with a naphtho[1,2-b:7,8-b]dipyrroloimidazole (Naph-diPIM) skeleton with a Bronsted acid efficiently catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The catalytic system also gives nearly enantiomerically pure cycloalkanes and N- and O-heterocycles with a substrate/catalyst ratios of up to 10 000.