Nonsimple relationships between the P-chiral diamidophosphite and the arylphosphine moieties in Pd-catalyzed asymmetric reactions: combinatorial approach and P,P-bidentate phosphine-diamidophosphites |
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| Authors: | Konstantin N. Gavrilov Alexei A. Shiryaev Sergey V. Zheglov Vladislav K. Gavrilov Nikolay N. Groshkin Marina G. Maksimova Alexandr N. Volov Ilya A. Zamilatskov |
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| Affiliation: | 1. Department of Chemistry, Ryazan State University, 46 Svoboda Street, 390000 Ryazan, Russian Federation;2. A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninskiy prospekt 31, 119071 Moscow, Russian Federation |
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| Abstract: | A small family of P,P∗-bidentate C1-symmetric ligands containing 1,3,2-diazaphospholidine rings with stereogenic phosphorus atoms has been prepared. Palladium catalytic systems with these phosphine-diamidophosphites afforded 95% and 63% ees in asymmetric allylic substitution and desymmetrization processes, respectively. The influence of the nature of both the phosphine and diamidophosphite moieties of these compounds on the enantioselectivity is discussed. The ‘mixed-ligand approach’ in Pd-catalyzed asymmetric allylation with participation of some new P∗-monodentate diamidophosphites and PPh3 is also considered. |
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| Keywords: | Asymmetric allylic substitution Desymmetrization Palladium Phosphine-diamidophosphites |
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