4.5 Article

Synthesis of a new bulky phosphite ligand and its application in the enantioselective hydrogenation

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 861, Issue -, Pages 230-233

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2018.02.038

Keywords

Asymmetric hydrogenation; Amino acids; Phosphite ligand; 2-Methylindole

Funding

  1. RFBR [17-03-00483]

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A new bulky phosphite ligand was synthesized and tested in the asymmetric Rh-catalyzed hydrogenation of a series of substrates, including dimethyl itaconate (up to 95% ee), alpha- and beta-dehydroamino acid derivatives (up to 88% and 76% ee, respectively). In the Ir-catalyzed hydrogenation of 2-methylindole, the use of iodine as an additive led to a significant increase in the enantioselectivity and conversion. The best result (64% ee) was obtained with [Ir(COD)Cl](2) as precatalyst. (C) 2018 Elsevier B.V. All rights reserved.

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