Diastereomeric P*-chiral diamidophosphites with terpene fragments in asymmetric catalysis

作者:Gavrilov Konstantin N; Benetsky Eduard B; Grishina Tatiana B; Zheglov Sergey V; Rastorguev Eugenie A; Petrovskii Pavel V; Macaev Fliur Z; Davankov Vadim A
来源:Tetrahedron: Asymmetry , 2007, 18(21): 2557-2564.
DOI:10.1016/j.tetasy.2007.10.022

摘要

Diamidophosphite P*-monodentate, ligands based on terpene alcohols and (S)- or (R)-(2-anilinomethyl)pyrrolidine, induce high enantioselectivities lee's LIP to 99%) in Pd-catalyzed allylic substitution reactions. In the Pd-catalyzed deracemization of ethyl (E)-1,3-diphenylallyl carbonate up to 92% enantioselectivity has been achieved. The Rh-catalyzed asymmetric hydrogenation of alpha-dehydrocarboxylic acid esters leads to a maximum of 56% ee with quantitative conversion. Diastereomeric diamidophosphites prepared from [(1S)-endo]-(-)-borneol were found to be the most efficient stereoselectors.

  • 出版日期2007-10-22