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Asymmetric hydrogenation of (E)-dimethyl-2-acetamido-2-phenylvinylphosphonate in supercritical carbon dioxide in the presence of metal complex catalysts with phosphite-type ligands

Journal

RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY B
Volume 4, Issue 8, Pages 1241-1244

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1990793110080105

Keywords

supercritical carbon dioxide; asymmetric hydrogenation; iridium complexes; aminophosphonates; amidophosphites

Funding

  1. Russian Foundation for Basic Research [09-03-12104-ofi_m]

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Asymmetric hydrogenation of (E)-dimethyl-2-acetamido-2-phenylvinylphosphonate was performed in CH2Cl2 and supercritical carbon dioxide with the participation of Rh and Ir complexes with chiral phosphite-type ligands. Iridium catalysts dissolved in supercritical CO2 allow high enantioselectivity (up to 98.5% ee) and conversion to be obtained. Rhodium catalysts yield exclusively racemic reaction products.

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