Asymmetric Pd-catalyzed allylic amination of 1,3-diphenylallyl acetate with dipropylamine in ionic and molecular solvents |
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| Authors: | S. E. Lyubimov V. A. Davankov A. S. Kucherenko S. G. Zlotin S. V. Zheglov K. N. Gavrilov P. V. Petrovskii |
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| Affiliation: | (1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(3) S. A. Esenin Ryazan State Pedagogical University, 46 ul. Svobody, 390000 Ryazan, Russian Federation |
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| Abstract: | Asymmetric catalytic allylic amination of 1,3-diphenylallyl acetate with dipropylamine in an ionic liquid, 1-butyl-2,3-dimethylimidazolium tetrafluoroborate, and in THF and CH2Cl2 in the presence of palladium complexes of P-monodentate phosphite and phosphoramidite derivatives of S-1,1′-bis-2-naphthol was carried out. This gave a product with ee of up to 65%. The level of asymmetric induction is retained after three catalyst cycles. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2478–2481, November, 2005. |
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| Keywords: | chiral phosphites palladium complexes asymmetric ammination ionic liquid catalyst cycles |
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