Oxidation of alkenes by a chiral non-porphyrinic oxidizing catalyst based on the bleomycin-Fe(II) complex

✍ Scribed by Akira Suga; Toru Sugiyama; Masami Otsuka; Masaji Ohno; Yukio Sugiura; Kenji Maeda

• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 626 KB
• Volume: 47
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)86376-6

✦ Synopsis

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A synthetic model for the metal binding site of bleomyein with 4dimethylaminopyridine nucleus, namely PYML-8, shows dioxygen activation up to 125% of that of bleomycin. [~-Methylstyrene is oxidized with the Fe(III)-H202, Fe(III)-PhlO, or Fe(II)-O2 complex systems of PYML-8 to give a set of products including optically active epoxide.

The product composition is dependent on iron, oxygen source, and reducing agent employed, suggesting varied active species generated from each complex system. Bleomycins (BLMs) are chemotherapeutic agents used for the clinical treatment of Hodgkin's lymphoma, carcinomas of skin, head, and neck, and tumors of testis. 2 The drug was isolated from Streptomyces verticillus as a copper chelate by Umezawa and his co-workers in 1966 and the Linker moiety H pCONH2 ~r O ×-o OHm. o ..--2".