Complete N -1 Regiocontrol in the Formation of N -Arylimidazoles. Synthesis of the Active Site His-Tyr Side Chain Coupled Dipeptide of Cytochrome c Oxidase
2000; American Chemical Society; Volume: 2; Issue: 20 Linguagem: Inglês
10.1021/ol006271w
ISSN1523-7060
AutoresGregory I. Elliott, Joseph P. Konopelski,
Tópico(s)Chemical Synthesis and Analysis
ResumoUnder catalysis by copper(II) acetate, complete regiocontrol (N-1 versus N-3) was obtained in the arylation of substituted imidazoles with aryllead(IV) reagents. The mildness of the reaction conditions (rt, no added base) allows for the first synthesis of the histidine-tyrosine side chain coupled dipeptide found in the active site of cytochrome c oxidase.
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