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Calcium(II)-Catalyzed Reductive Amination of Biomass-Derived Keto Acids to Functionalized Lactams under Solvent-Free Conditions

Haoran Li, Fangting Huang, Hui Gao, Zhi Zhou, Xu‐Jia Hong, Wei Yi, Shengdong Wang

2023Organic Letters17 citationsDOI

Abstract

catalyzed by either the reductive amination of biomass-derived keto acids with amines or the reductive amination of amino acids with carbonyl derivatives under solvent-free conditions is realized. The two versatile protocols display chemospecificity and good substrate tolerance to deliver five- to eight-membered lactams with diverse functionality and substitution patterns. The robustness of the methodology is further demonstrated by subsequent application in the late-stage functionalization of drug molecules.

Topics & Concepts

ChemistryReductive aminationAminationCatalysisCombinatorial chemistrySubstrate (aquarium)Surface modificationOrganic chemistrySolventGeologyPhysical chemistryOceanographyAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisCyclopropane Reaction Mechanisms
Calcium(II)-Catalyzed Reductive Amination of Biomass-Derived Keto Acids to Functionalized Lactams under Solvent-Free Conditions | Litcius