Decatungstate‐Photocatalyzed Functionalization of α‐Imino Esters for the Preparation of Unnatural α‐Amino Acid Derivatives

Abstract: A library of unnatural α‐amino acid derivatives has been prepared via the hydrofunctionalization of the C=N bond in a set of compounds belonging to the family of α‐imino esters. The devised methodology capitalizes on the use of tetrabutylammonium decatungstate as the photocatalyst to generate C‐centered radicals from aliphatic and aromatic aldehydes, cyclic and acyclic oxygenated compounds and even cycloalkanes, via a hydrogen atom transfer (HAT) step. The best performance was observed when α‐hydrazono esters were employed in the role of radical traps, which delivered the corresponding (protected) α‐hydrazino acids as products. The versatility of the protocol was further demonstrated by the possibility to functionalize the herbicide safener isoxadifen‐ethyl.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Decatungstate‐Photocatalyzed Functionalization of α‐Imino Esters for the Preparation of Unnatural α‐Amino Acid Derivatives ; day:12 ; month:04 ; year:2023 ; extent:7
ChemCatChem ; (12.04.2023) (gesamt 7)

Urheber
Jorea, Alexandra
Raviola, Carlotta
Giustiniano, Mariateresa
Ravelli, Davide

DOI
10.1002/cctc.202300042
URN
urn:nbn:de:101:1-2023041315090900871079
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
14.08.2025, 11:03 MESZ

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Beteiligte

  • Jorea, Alexandra
  • Raviola, Carlotta
  • Giustiniano, Mariateresa
  • Ravelli, Davide

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