Synthetic Aromatic Amino Acids from a Negishi Cross-Coupling Reaction

被引:12
|
作者
Suhartono, Marcel [1 ]
Schneider, Angelika E. [1 ]
Duerner, Gerd [1 ]
Goebel, Michael W. [1 ]
机构
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany
来源
SYNTHESIS-STUTTGART | 2010年 / 02期
关键词
amino alcohols; chiral pool; nickel catalyst; RNA ligand; zinc organyls; ALPHA-AMINO; ORGANOZINC REAGENTS; ASYMMETRIC-SYNTHESIS; TAR RNA; DERIVATIVES; HOMOPHENYLALANINE; REPLICATION; INHIBITORS; CHEMISTRY; BROMIDES;
D O I
10.1055/s-0029-1217124
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An N,O-protected, iodinated bishomoalanine derivative, safely available from glutamic acid, reacts with aryl halides in a Negishi reaction in high yields. From the coupling product, Fmoc-protected amino acids with aromatic and heteroaromatic side chains were generated in high yields by racemization-free procedures. These monomers could be used for solid-phase peptide synthesis.
引用
收藏
页码:293 / 303
页数:11
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