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Facile one-pot synthesis of BINOL- and H8-BINOL-based aryl phosphites and their use in palladium catalysed asymmetric allylation
Authors:Konstantin N. Gavrilov  Pavel V. Petrovskii  AntonS. Safronov  Vadim A. Davankov
Affiliation:a Department of Chemistry, Ryazan State Pedagogic University, 46 Svoboda Street, Ryazan 390000, Russia
b Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, 119991 Moscow, Russia
Abstract:
Novel P-monodentate aryl phosphite ligands have been synthesised in one step from (R)-BINOL, (R)-H8-BINOL and (R)-H8-3,3′-dibromo-BINOL. With the new aryl phosphites, up to 86% ee was observed in the asymmetric Pd-catalysed amination of 1,3-diphenyl-2-propenyl acetate with sodium diformylamide. In the enantioselective alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate, up to 97% enantioselectivity was achieved.
Keywords:P-monodentate phosphite ligands   Asymmetric Pd-catalysed amination   Enantioselective alkylation
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