M. A. Emelyanov, E. V. Rozhkov, V. I. Maleev, V. A. Larionov, “Dynamic kinetic resolution of an azlactone catalyzed by octahedral chiral-at-metal cobalt(III) complexes under phase-transfer alcoholysis”, Mendeleev Commun., 2024, Volume 34, Issue 2,Pages <nobr>206

Communications

Dynamic kinetic resolution of an azlactone catalyzed by octahedral chiral-at-metal cobalt(III) complexes under phase-transfer alcoholysis

M. A. Emelyanov^a, E. V. Rozhkov^ab, V. I. Maleev^a, V. A. Larionov^a

^a A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^b Higher Chemical College of the Russian Academy of Sciences, D.I. Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation

Abstract: A family of well-defined octahedral cationic chiral-at- cobalt(III) catalysts based on (R,R)-1,2-cyclohexanediamine and (R,R)-1,2-diphenylethylenediamine has been examined in the dynamic kinetic resolution of an azlactone derived from N-benzoyl-tert-leucine. The reactions catalyzed by 10 mol% of Co^III complexes in the presence of 1 M aqueous NaOH solution under phase-transfer alcoholysis afforded the corresponding benzyl ester of tert-leucine with up to 76% yield and up to 66% enantioselectivity (ee).

Keywords: kinetic resolution, azlactone, amino acids, chiral-at-metal, cobalt(III) complexes.

Language: English

DOI: 10.1016/j.mencom.2024.02.015

	*Supplementary materials:*
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