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Nickel-Catalyzed Asymmetric Reductive Cross-Coupling of a-Chloroesters with (Hetero)Aryl Iodides
preprintsubmitted on 03.01.2021, 18:33 and posted on 05.01.2021, 05:29 by Travis DeLano, Sara Dibrell, Caitlin Lacker, Adam Pancoast, kelsey poremba, Leah Cleary, Matthew Sigman, Sarah Reisman
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