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Chiral phosphite-type ligands based on ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) ((R,R)-TADDOL) with peripheral arylamino groups

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Abstract

New phosphite and amidophosphite inductors of chirality were obtained based on ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) ((R,R)-TADDOL) containing arylamino groups in the exocyclic substituents. Their use in the palladium-catalyzed enantioselective alkylation of (E)-1,3-diphenylallyl acetate with dimethyl malonate gave the ee value up to 98%.

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Authors and Affiliations

  1. S. A. Esenin Ryazan State University, 46 ul. Svobody, 390000, Ryazan, Russian Federation

    K. N. Gavrilov, M. G. Maksimova, I. V. Chuchelkin, V. V. Lugovsky, S. V. Zheglov & V. K. Gavrilov

  2. Moscow Institute of Physics and Technology, 9 Institutskii per. 9, 141700, Dolgoprudny, Moscow Region, Russian Federation

    A. M. Perepukhov

Authors
  1. K. N. Gavrilov
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  2. M. G. Maksimova
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  3. I. V. Chuchelkin
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  4. V. V. Lugovsky
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  5. S. V. Zheglov
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  6. V. K. Gavrilov
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  7. A. M. Perepukhov
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Correspondence to K. N. Gavrilov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1265—1268, July, 2017.

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Gavrilov, K.N., Maksimova, M.G., Chuchelkin, I.V. et al. Chiral phosphite-type ligands based on ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) ((R,R)-TADDOL) with peripheral arylamino groups. Russ Chem Bull 66, 1265–1268 (2017). https://doi.org/10.1007/s11172-017-1883-8

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  • DOI: https://doi.org/10.1007/s11172-017-1883-8

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