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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.

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Monodentate phosphite and diamidophosphite ligands have been developed based on Omethyl-BINOL. These chiral ligands are easy to prepare from readily accessible phosphorylating re-The new ligands have demonstrated excellent enantioselectivity in the palladium-catalysed allylic substitution reactions of (E)-1,3-diphenylallyl acetate with sodium p-toluenesulfinate (up to 99 % ee), pyrrolidine (up to 97 % ee), dipropylamine (up to 95 % ee) and dimethyl malonate (up to 99 % ee). In the palladium-catalysed deracemization of ethyl (E)-1,3-diphenylallyl carbonate, up to 96 % enantioselectivity has been achieved. The diamidophosphite ligands have exhibited very good enantioselectivity in the Rh-catalysed asymmetric hydrogenation of dimethyl itaconate (up to 90 % ee).