Rhodium‐Catalyzed Enantioselective Synthesis of β‐Amino Alcohols via Desymmetrization of <i>gem</i>‐Dimethyl Groups
Bingxian Liu, Pengfei Xie, Jie Zhao, Juanjuan Wang, Manman Wang, Yuqin Jiang, Junbiao Chang, Xingwei Li
Abstract
Abstract Desymmetrization of gem ‐dimethyl groups en route to the rhodium(III)‐catalyzed enantioselective sp 3 C−H amidation is reported. Synthetically important β‐amino alcohol derivatives were accessed in moderate to good yields and high enantioselectivity. The high enantioselectivity is enabled by an appropriate oxime directing group, sterically biased gem ‐groups in the C−H substrate, and high reactivity of the amidating reagent.
Topics & Concepts
DesymmetrizationEnantioselective synthesisRhodiumCatalysisChemistryOrganic chemistryCombinatorial chemistryStereochemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms