Tetrahedron

Bifunctional compounds from reaction of alkoxy hydroperoxides with metal salts

G Cardinale, JAM Laan, D Van Der Steen, JP Ward

Index: Cardinale, G.; Laan, J.A.M.; Steen, D. van der; Ward, J.P. Tetrahedron, 1985 , vol. 41, # 24 p. 6051 - 6054

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Citation Number: 6

Abstract

Alkoxy hydroperoxides, obtained by ozonizing olefins in alcoholic solution, were treated with ferrous sulfate. CC bond scission and radical formation was followed by dimerization of the radicals formed. Ozonides reacted similarly. Acyclic and cyclic olefins, including a cyclic enol ether, gave rise to a range of α, ω-disubstituted products in modest yields. By using ferric chloride, ω-chloro esters were obtained from the alkoxy hydroperoxides derived from ...