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2005
Enantioselective syntheses
O 0031
Vanadium-Catalyzed Asymmetric Oxidation of α-Hydroxy Esters Using Molecular Oxygen as Stoichiometric Oxidant. — Oxidation of racemic α-hydroxy esters by
24- 041 stoichiometric
amounts of molecular oxygen in the presence of a catalyst system derived from VO(OiPr)3 and salicylaldehyde/(S)-tert-leucinol based ligand BSL is investigated. The procedure affords the resolved (R)-α-hydroxy esters in high yields and
excellent enantioselectivities and the corresponding oxidized oxo esters. The kinetic
resolution of α-hydroxy esters bearing multiple stereocenters is also successfully performed employing the present method. — (RADOSEVICH, A. T.; MUSICH, C.;
TOSTE*, F. D.; J. Am. Chem. Soc. 127 (2005) 4, 1090-1091; Dep. Chem., Univ.
Calif., Berkeley, CA 94720, USA; Eng.) — Klein
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