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Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis

Chao Ding, Yaoyu Ren, Caocao Sun, Jiao Long, Guoyin Yin

2021Journal of the American Chemical Society91 citationsDOI

Abstract

Whereas there is a significant interest in the rapid construction of diversely substituted saturated heterocycles, direct and modular access is currently limited to the mono-, 2,3-, or 3,4-substitution pattern. This Communication describes the straightforward and modular construction of 2,4-substituted saturated heterocycles from readily available materials in a highly stereo- and regioselective manner, which sets the stage for numerous readily accessible drug motifs. The strategy relies on chain walking catalysis.

Topics & Concepts

ChemistryRegioselectivityStereoselectivityModular designCatalysisCombinatorial chemistryNickelSubstitution (logic)StereochemistryOrganic chemistryProgramming languageComputer scienceCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry Methods
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