Organic Photoredox-Catalyzed\nSite-Selective Alkylation\nof Glycine Derivatives and Peptides via Infrequent 1,2-Hydrogen Atom\nTransfer of Amidyl Radicals

Herein, we disclose a visible-light-driven photoredox-catalyzed\nprotocol for site-selective alkylation of glycine derivatives via\n1,2-hydrogen atom transfer, which is distinguished by metal free and\nmild conditions, high chemoselectivity, and good functional group\ncompatibility. This protocol provides a unique approach for synthesizing\nvaluable α,β-diamino acid derivatives. Furthermore, the\npotential synthetic merit of this transformation is proven by a scale-up\nreaction and late-stage functionalization of peptides.

Publication Details

Journal
Figshare
Published
2024-09-04
DOI
https://doi.org/10.1021/acs.orglett.4c02742.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Organic Photoredox-Catalyzed\nSite-Selective Alkylation\nof Glycine Derivatives and Peptides via Infrequent 1,2-Hydrogen Atom\nTransfer of Amidyl Radicals

Figshare
Radical Photochemical Reactions
article

Organic Photoredox-Catalyzed\nSite-Selective Alkylation\nof Glycine Derivatives and Peptides via Infrequent 1,2-Hydrogen Atom\nTransfer of Amidyl Radicals

article en

Abstract

Herein, we disclose a visible-light-driven photoredox-catalyzed\nprotocol for site-selective alkylation of glycine derivatives via\n1,2-hydrogen atom transfer, which is distinguished by metal free and\nmild conditions, high chemoselectivity, and good functional group\ncompatibility. This protocol provides a unique approach for synthesizing\nvaluable α,β-diamino acid derivatives. Furthermore, the\npotential synthetic merit of this transformation is proven by a scale-up\nreaction and late-stage functionalization of peptides.

Figshare
Openalex Percentile: Top 76%
Radical Photochemical Reactions
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