Organic Chemistry

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling of a-Chloroesters with (Hetero)Aryl Iodides



An asymmetric reductive cross-coupling of alpha-chloroesters and (hetero)aryl iodides is reported. This nickel-catalyzed reaction proceeds with a chiral BiOX ligand under mild conditions, affording alpha-arylesters in good yields and enantioselectivities. The reaction is tolerant of a variety of functional groups, and the resulting products can be converted to pharmaceutically-relevant chiral building blocks. A multivariate linear regression model was developed to quantitatively relate the influence of the alpha-chloroester substrate and ligand on enantioselectivity


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Supplementary material

Thumbnail image of 2020-12-21_Chloroesters_SER-CHemRxiv.docx
2020-12-21 Chloroesters SER-CHemRxiv
Thumbnail image of 2020-12-21_SI_Combined.pdf
2020-12-21 SI Combined