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- Title
Chemoselective Arylation of Dialkyl Diselenides and Application to the Synthesis of a ε‐N,N,N‐Trimethyllysine Derivative.
- Authors
Takahashi, Ryuhei; Sakamoto, Kenta; Umezawa, Naoki; Umehara, Takashi; Matsuo, Jun‐ichi
- Abstract
Nucleophilic aromatic substitution of a dialkyl diselenide with 1‐bromo‐2,4‐dinitrobenzene and sodium borohydride in EtOH/THF proceeded chemoselectively in the presence of a thiol, an amine, and a carboxylic acid. ε‐N,N,N‐Trimethyllysine derivative was synthesized from selenohomocysteine dimer by the present arylation, oxidation, cross‐metathesis with 4‐iodobutene, reduction, and substitution with trimethylamine.
- Subjects
ARYLATION; SODIUM borohydride; CARBOXYLIC acids; TRIMETHYLAMINE oxide; POST-translational modification
- Publication
European Journal of Organic Chemistry, 2020, Vol 2020, Issue 42, p6649
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202001208