Abstract

A number of unfunctionalized aromatic and aliphatic olefins was tested in ruthenium-catalyzed epoxidation with tert-butyl hydroperoxide as the external oxidant. The effect of reaction without ligands and with two different type of ligands was investigated. Olefins containing terminal double bonds afforded low epoxide selectivities, whereas secondary and tertiary olefins afforded up to 80 % selectivity for the epoxide. A mechanism for the ruthenium-catalyzed epoxidation with tert-butyl hydroperoxide is proposed.

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