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. 2021 Oct 15;23(20):7765-7770.
doi: 10.1021/acs.orglett.1c02780. Epub 2021 Sep 27.

Atroposelective Dynamic Kinetic Resolution via In Situ Hemiaminals Catalyzed by N-Heterocyclic Carbene

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Atroposelective Dynamic Kinetic Resolution via In Situ Hemiaminals Catalyzed by N-Heterocyclic Carbene

Donghui Guo et al. Org Lett. .

Abstract

Axially chiral amino acids and its derivatives are vital building blocks of bioactive molecules, artificial peptides, and asymmetric catalysts. Herein, we report an unprecedented carbene-catalyzed atroposelective dynamic kinetic resolution to access axially chiral amino esters via in situ hemiaminals. This protocol features a broad substrate scope and good functional group tolerance and allows the rapid assembly of axially chiral amino esters in good to high yields with high enantioselectivities.

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