Activated iodosylbenzene monomer as an ozone equivalent: oxidative cleavage of carbon-carbon double bonds in the presence of water

K Miyamoto, N Tada, M Ochiai

Index: Miyamoto, Kazunori; Tada, Norihiro; Ochiai, Masahito Journal of the American Chemical Society, 2007 , vol. 129, # 10 p. 2772 - 2773

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Citation Number: 81

Abstract

Reported here for the first time are the developments of an efficient method for oxidative cleavage of carbon-carbon double bonds yielding carbonyl compounds by using aryl-λ3- iodanes, which involve a combination of iodosylbenzene and HBF4 in the presence of water. The method serves as a safety alternative to ozonolysis. The oxidative cleavage of olefins probably involves the hitherto unknown direct vicinal dihydroxylations of double ...

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