Palladium-Catalyzed sp3 C-H Acetoxylation of α,α-Disubstituted α-Amino Acids

被引：1
|
作者：
Matsumura, Atsushi [1 ]
Usuki, Yoshinosuke [1 ]
Satoh, Tetsuya [1 ]
机构：
[1] Osaka Metropolitan Univ, Grad Sch Sci, Dept Chem, 3-3-138 Sugimoto,Sumiyoshi Ku, Osaka 5588585, Japan
来源：
CHEMISTRY-SWITZERLAND | 2023年 / 5卷 / 02期
关键词：
C-H functionalization; palladium; acetoxylation; alpha-amino acid; COUPLING REACTIONS; FUNCTIONALIZATION; ACTIVATION; ARYLATION; PEPTAIBIOTICS; REARRANGEMENT; PEPTAIBOLS; ALKYNES;
D O I：
10.3390/chemistry5020093
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The sp(3) C-H acetoxylation at the beta-position of alpha,alpha-disubstituted alpha-amino acids proceeds smoothly under palladium catalysis in the presence of PhI(OAc)(2). This reaction provides a straightforward synthetic route to non-natural beta-acetoxy-alpha-amino acids. The reaction of alpha-aminocyclopropanecarboxylic acid takes place via ring-opening to selectively afford an acyclic gamma-acetoxy-alpha,beta-unsaturated amino acid.
引用
收藏
页码：1369 / 1377
页数：9
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