Bisdiamidophosphite with a bisoxazoline moiety in palladium-catalyzed enantioselective allylation


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Abstract

A bisdiamidophosphite ligand with stereogenic phosphorus atoms as a part of 1,3,2-diaza-phospholidine rings and a bisoxazoline backbone was synthesized and studied in the Pd-catalyzed asymmetric allylic substitution. The use of this ligand provided up to 93% ee in the alkylation of (E)-1,3-diphenylallyl acetate with dimethyl malonate and up to 77% ee in the amination with pyrrolidine at quantitative conversion of the starting substrate.

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K. N. Gavrilov

S. A. Yesenin Ryazan State University

Author for correspondence.
Email: k.gavrilov@rsu.edu.ru
Russian Federation, 46 ul. Svobody, Ryazan, 390000

S. V. Zheglov

S. A. Yesenin Ryazan State University

Email: k.gavrilov@rsu.edu.ru
Russian Federation, 46 ul. Svobody, Ryazan, 390000

V. K. Gavrilov

S. A. Yesenin Ryazan State University

Email: k.gavrilov@rsu.edu.ru
Russian Federation, 46 ul. Svobody, Ryazan, 390000

I. D. Firsin

S. A. Yesenin Ryazan State University

Email: k.gavrilov@rsu.edu.ru
Russian Federation, 46 ul. Svobody, Ryazan, 390000

M. G. Maksimova

S. A. Yesenin Ryazan State University

Email: k.gavrilov@rsu.edu.ru
Russian Federation, 46 ul. Svobody, Ryazan, 390000

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