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Pd-Catalyzed asymmetric allylation involving bis(diamidophosphite) based on the salen-type chiral diamine

New bis(diamidophosphite) ligand with stereogenic phosphorus atoms in the 1,3,2-diaza-phospholidine rings was synthesized based on (1 R ,2 R )-[ N, N ′-bis(3-hydroxybenzylidene)]-1,2-diaminocyclohexane. This ligand provided up to 73% ee in Pd-catalyzed asymmetric allylic alkylation of ( E )-1,3-diph...

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Bibliographic Details
Published in:Russian chemical bulletin 2021-02, Vol.70 (2), p.336-339
Main Authors: Gavrilov, K. N., Chuchelkin, I. V., Gavrilov, V. K., Zheglov, S. V., Firsin, I. D., Trunina, V. M., Maximychev, A. V., Perepukhov, A. M.
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Language:English
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Summary:New bis(diamidophosphite) ligand with stereogenic phosphorus atoms in the 1,3,2-diaza-phospholidine rings was synthesized based on (1 R ,2 R )-[ N, N ′-bis(3-hydroxybenzylidene)]-1,2-diaminocyclohexane. This ligand provided up to 73% ee in Pd-catalyzed asymmetric allylic alkylation of ( E )-1,3-diphenylallyl acetate with dimethyl malonate and up to 80% ee in its amination with pyrrolidine, with the starting substrate conversion being quantitative.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-021-3090-x