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

K. N. Gavrilov; M. G. Maksimova; I. V. Chuchelkin; V. V. Lugovsky; S. V. Zheglov; V. K. Gavrilov; A. M. Perepukhov

doi:10.1007/s11172-017-1883-8

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

Authors: Gavrilov K.N.¹, Maksimova M.G.¹, Chuchelkin I.V.¹, Lugovsky V.V.¹, Zheglov S.V.¹, Gavrilov V.K.¹, Perepukhov A.M.²
Affiliations:
1. S. A. Esenin Ryazan State University
2. Moscow Institute of Physics and Technology
Issue: Vol 66, No 7 (2017)
Pages: 1265-1268
Section: Full Articles
URL: https://bakhtiniada.ru/1066-5285/article/view/240970
DOI: https://doi.org/10.1007/s11172-017-1883-8
ID: 240970

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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%.