K. N. Gavrilov, I. V. Chuchelkin, S. V. Zheglov, I. D. Firsin, V. S. Zimarev, V. K. Gavrilov, A. V. Maximychev, A. M. Perepukhov, N. S. Goulioukina, “First P*<i>,</i>S-bidentate diamidophosphite ligand in Pd-catalyzed asymmetric reactions”, Mendeleev Commun., 2020, Volume 30, Issue 1,Pages <nobr>31

This article is cited in 13 papers

Communications

First P*,S-bidentate diamidophosphite ligand in Pd-catalyzed asymmetric reactions

K. N. Gavrilov^a, I. V. Chuchelkin^a, S. V. Zheglov^a, I. D. Firsin^a, V. S. Zimarev^a, V. K. Gavrilov^a, A. V. Maximychev^b, A. M. Perepukhov^b, N. S. Goulioukina^acd

^a Department of Chemistry, S.A. Esenin Ryazan State University, Ryazan, Russian Federation
^b Moscow Institute of Physics and Technology (National Research University), Dolgoprudny, Moscow Region, Russian Federation
^c A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Moscow, Russian Federation
^d Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Abstract: A novel P*,S-bidentate diamidophosphite ligand with a 1,3,2-diazaphospholidine core and an exocyclic thioether fragment provided up to 86% ee in the Pd-catalyzed alkylation of rac-(E)-1,3-diphenylallyl acetate with dimethyl malonate, as well as up to 73 and 75% ee in the amination of this substrate with pyrrolidine and diethyl (aminomethyl)phosphonate, respectively. For the Pd-catalyzed alkylation of cinnamyl acetate with β-keto esters, ee values up to 76% were achieved.

Keywords: chiral diamidophosphites, chiral P,S-ligands, palladium-catalyzed asymmetric reactions.

Language: English

DOI: 10.1016/j.mencom.2020.01.010

	*Supplementary materials:*
		Supplementary_data_1.pdf	1.3 Mb