Asymmetric catalytic reactions using P*-mono-, P*,N- and P*,P*-bidentate diamidophosphites with BINOL backbones and 1,3,2-diazaphospholidine moieties: Differences in the enantioselectivity

Article abstract of DOI:10.1002/adsc.201000325

A new series of P*-chiral diamidophosphites with 1,3,2- diazaphospholidine rings, based on (S_a)- or (R_a)-BINOL and their easily accessible derivatives, has been synthesized for the first time and tested in asymmetric transition metal catalysis. Up to 99% ee was achieved in the rhodium-catalyzed asymmetric hydrogenation of functionalized olefins and in the palladium-catalyzed allylic substitution. The influence of the nature of the donor atoms and denticity on the asymmetric induction is discussed. In addition, the first example of a successful platinum-catalyzed asymmetric allylic amination (up to 86% ee) with participation of organophosphorus ligands is considered.