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Communication | Special issue | Vol 69, No. 1, 2006, pp.113-118
Published online, 25th August, 2006
DOI: 10.3987/COM-06-S(O)39
Oxidative Cyclization of Isodityrosine Tripeptides: Optimized Condition and Application of Electrochemically Generated Thallium(III) Ion

Takamasa Tanabe, Rika Obata, and Shigeru Nishiyama*

*Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan


Thallium(III) trinitrate oxidation of the tripeptide, which was a synthetic precursor of the 17-membered isodityrosine natural product, eurypamide, was investigated to give the desired cyclized compound in 96% yield at best. In addition, the thallium(III) species generated by electrochemical oxidation of thallium(I) successfully produced the target compounds.