Co(III)−Alkyl Complex- and Co(III)−Alkylperoxo Complex-Catalyzed Triethylsilylperoxidation of Alkenes with Molecular Oxygen and Triethylsilane

Both a Co(III)−alkyl complex and a Co(III)−alkylperoxo complex were found to catalyze triethylsilylperoxidation of alkenes with O2 and Et3SiH. On this basis, together with the nonstereoselectivity in the Co(II)-catalyzed peroxidation of 3-phenylindene and the formation of the corresponding 1,2-dioxo...

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Bibliographic Details
Published in:Organic letters 2002-10, Vol.4 (21), p.3595-3598
Main Authors: Tokuyasu, Takahiro, Kunikawa, Shigeki, Masuyama, Araki, Nojima, Masatomo
Format: Article
Language:English
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Summary:Both a Co(III)−alkyl complex and a Co(III)−alkylperoxo complex were found to catalyze triethylsilylperoxidation of alkenes with O2 and Et3SiH. On this basis, together with the nonstereoselectivity in the Co(II)-catalyzed peroxidation of 3-phenylindene and the formation of the corresponding 1,2-dioxolane from 2-phenyl-1-vinylcyclopropane (a radical clock), we propose a reasonable mechanism for the Co(II)-catalyzed novel autoxidation of alkenes with Et3SiH discovered by Isayama and Mukaiyama.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0201299