Osmium tetroxide-promoted catalytic oxidative cleavage of olefins: an organometallic ozonolysis

BR Travis, RS Narayan, B Borhan

文献索引：Travis, Benjamin R.; Narayan, Radha S.; Borhan, Babak Journal of the American Chemical Society, 2002 , vol. 124, # 15 p. 3824 - 3825

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被引用次数: 185

摘要

A mild, organometallic alternative to ozonolysis utilizing oxone and OsO4 is presented. This is a direct oxidation of olefins via the carbon-carbon cleavage of an osmate ester by the action of oxone. Twenty-four different olefins were converted to their corresponding ketones or carboxylic acids in high yields (> 80%). Free alcohols, acetate-and benzyl-protected alcohols, and 1, 2-diols were stable under these conditions. This method should be ...