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

作者：Gavrilov Konstantin N^*; Zheglov Sergey V; Rastorguev Eugenie A; Groshkin Nikolay N; Maksimova Marina G; Benetsky Eduard B; Davankov Vadim A; Reetz Manfred T

来源：Advanced Synthesis & Catalysis, 2010, 352(14-15): 2599-2610.

DOI：10.1002/adsc.201000325

• asymmetric catalysis
• palladium
• platinum
• P ligands
• rhodium

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.

• 出版日期2010-10-4