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Author:

Liu, Li (Liu, Li.) | Deng, Zikun (Deng, Zikun.) | Xu, Kun (Xu, Kun.) (Scholars:徐坤) | Jiang, Pengxing (Jiang, Pengxing.) | Du, Hongguang (Du, Hongguang.) | Tan, Jiajing (Tan, Jiajing.)

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Scopus SCIE

Abstract:

A visible-light-enabled, photocatalyst-free conjugate addition reaction of dehydroamino acids is disclosed. Employing 4-acyl-1,4-dihydropyridines as both a radical reservoir and reductant, various beta-acyl alpha-amino acids and their deuterated analogues were obtained in good results. Both late-stage peptide modification and stereoselective synthesis of chiral oxazolidinones are successfully achieved. The protocol is characterized by mild conditions and efficient derivatization, thus unlocking a novel blueprint to access unnatural amino acid derivatives, important building blocks with potential application in the peptidomimetic toolbox.

Keyword:

Author Community:

  • [ 1 ] [Liu, Li]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
  • [ 2 ] [Deng, Zikun]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
  • [ 3 ] [Jiang, Pengxing]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
  • [ 4 ] [Du, Hongguang]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
  • [ 5 ] [Tan, Jiajing]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
  • [ 6 ] [Xu, Kun]Beijing Univ Technol, Fac Environm & Life, Beijing 100124, Peoples R China

Reprint Author's Address:

  • 徐坤

    [Du, Hongguang]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China;;[Tan, Jiajing]Beijing Univ Chem Technol BUCT, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China;;[Xu, Kun]Beijing Univ Technol, Fac Environm & Life, Beijing 100124, Peoples R China

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Source :

ORGANIC LETTERS

ISSN: 1523-7060

Year: 2021

Issue: 14

Volume: 23

Page: 5299-5304

5 . 2 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:96

JCR Journal Grade:1

Cited Count:

WoS CC Cited Count: 39

SCOPUS Cited Count: 38

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 10

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