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A radical 1,4-aryl migration enables nickel-catalysed remote cross-electrophile coupling of ß-bromo amino acid esters with vinyl triflates.
Liu, Yin-Ling; Liu, Jian; Li, Xin-Yu; He, Peng; Liu, Yu-Xuan; Xiang, Mei; Tang, Shi.
Affiliation
  • Liu YL; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • Liu J; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • Li XY; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • He P; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • Liu YX; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • Xiang M; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
  • Tang S; College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
Chem Commun (Camb) ; 60(32): 4306-4309, 2024 Apr 16.
Article in En | MEDLINE | ID: mdl-38533558
ABSTRACT
A radical 1,4-aryl migration enabling a cross-electrophile coupling reaction toward remote transalkylation of N-benzyl alanine has been developed. In this strategy, with the occurrence of a radical-mediated Turce-Smiles rearrangement, key α-aminoalkyl radicals are generated. The as-formed α-aminoalkyl radical serves as a robust coupling partner for cross-electrophilic coupling with vinyl triflates, affording a series of olefin-tethered amino acid motifs.
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Full text: 1 Database: MEDLINE Language: En Year: 2024 Type: Article
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Full text: 1 Database: MEDLINE Language: En Year: 2024 Type: Article