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Bio- and Medicinally Compatible α-Amino-Acid Modification via Merging Photoredox and N-Heterocyclic Carbene Catalysis

Ding Du, Kuili Zhang, Rui Ma, Lei Chen, Jian Gao, Tao Lu, Zhi‐Hao Shi, Jie Feng

2020Organic Letters37 citationsDOI

Abstract

An N-heterocyclic carbene and photoredox cocatalyzed α-amino-acid decarboxylative carbonylation reaction is presented. This method displays good scope generality, providing a direct pathway to access various downstream α-amino ketones under bio- and medicinally compatible conditions. Moreover, this strategy is appealing to chemical biology because it has great potential for the chemical modification of peptides or the late-stage synthesis of keto-peptides.

Topics & Concepts

CarbeneChemistryPhotoredox catalysisCombinatorial chemistryCatalysisCarbonylationChemical biologyAmino acidGeneralityOrganic chemistryBiochemistryPhotocatalysisPsychotherapistCarbon monoxidePsychologyN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCarbon dioxide utilization in catalysisCatalytic C–H Functionalization Methods
Bio- and Medicinally Compatible α-Amino-Acid Modification via Merging Photoredox and N-Heterocyclic Carbene Catalysis | Litcius