摘要
The directly asymmetric conversion of C(sp^(3))–H bonds to C(sp^(3))–O bonds in organic molecules would radically alter current methods of synthesizing the chiral alcohols and esters that are widely found in the structures of natural products,pharmaceuticals,and fine chemicals.In recent years,remarkable progress has been made in the enantioselective oxidation of allylic C(sp^(3))–H bonds of alkenes.However,enantioselective oxidation of benzylic C(sp^(3))-H bonds of arylalkanes remains an insurmountable challenge.Herein,we report a copper-catalyzed enantioselective oxidative coupling reaction between arylalkanes[via benzylic C(sp^(3))–H bonds]and carboxylic acids.Unlike previously reported C(sp^(3))-H bond oxidations,our method uses carboxylic acids plus oxidants instead of preprepared peroxyesters as oxygenated reagents,thus greatly expanding the applications of oxidation reactions.With this method,a wide range of chiral esters and related alcohols were synthesized with good to high enantioselectivity from readily available 2-alkylnaphthalenes.
基金
financially supported by the National Key R&D Program of China(grant no.2022YFA1504302)
the National Natural Science Foundation of China(grant nos.92456001 and 22188101)
the Fundamental Research Funds for the Central Universities,and the Haihe Laboratory of Sustainable Chemical Transformations.
