Litcius/Paper detail

Alkylation of Glycine Derivatives through a Synergistic Single-Electron Transfer and Halogen-Atom Transfer Process

Peng Kong, Youwan Ye, Xin Zhang, Xiazhen Bao, Congde Huo

2024Organic Letters14 citationsDOI

Abstract

Here, we present a versatile method for forming C(sp 3 )–C(sp 3 ) bonds, enabling the synthesis of a range of natural and non-natural amino acids. This approach utilizes readily available glycine derivatives and alkyl iodides, combining single-electron transfer and halogen-atom transfer processes. The utility of this step-economic and redox-economic C(sp 3 )–C(sp 3 ) bond formation is further highlighted in the late-stage site-selective modifications of the glycine residue in short peptides.

Topics & Concepts

ChemistryHalogenAlkylationGlycineElectron transferCombinatorial chemistryAtom (system on chip)Process (computing)Computational chemistryStereochemistryPhotochemistryOrganic chemistryAmino acidCatalysisBiochemistryAlkylEmbedded systemOperating systemComputer scienceFluorine in Organic ChemistryRadical Photochemical ReactionsChemical Synthesis and Reactions