Abstract
Abstract Asymmetric aerobic oxidation of a range of meso - and prochiral diols with chiral bifunctional Ir catalysts is described. A high level of chiral discrimination ability of Cp ∗ Ir complexes derived from ( S , S )-1,2-diphenylethylenediamine was successfully demonstrated by desymmetrization of secondary benzylic diols such as cis -indan-1,3-diol and cis -1,4-diphenylbutane-1,4-diol, providing the corresponding ( R )-hydroxyl ketones with excellent chemo- and enantioselectivities. Enantiotopic group discrimination in oxidation of symmetrical primary 1,4- and 1,5-diols gave rise to chiral lactones with moderate ees under similar aerobic conditions.
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