Acceleration of Cu(I)-mediated Huisgen 1,3-dipolar cycloaddition by histidine derivatives

Tetrahedron Letters

Volumn 48, Issue 37, 2007, Pages 6475-6479

  Tanaka, Katsunori ^a   Kageyama, Chika ^a   Fukase, Koichi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; AZIDE; COPPER; HISTIDINE DERIVATIVE; PEPTIDE;

ARTICLE; CYCLOADDITION; DIPOLE; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUISGEN REACTION; QUANTUM YIELD; REACTION TIME; SOLID; SOLVENT EFFECT;

EID: 34547764767     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.055     Document Type: Article

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33. Use of 1.0 equiv of acetylene 2 also gave the click products in 81% (78% of 16 and 3% of non-iodinated product). However, when the equiv of CuI was decreased down to 1.0, the starting materials were completely recovered.
34. Substrate dependency for the incorporation of the iodide on the triazole rings cannot be explained from the experimental data in Table 2. The acceleration effects of other Cu(I) salts on the peptide-based click reaction have not been examined.
35. + 602.1, found 602.1.
36. + 703.3, found 703.3.