ChemInform Abstract: Synthesis and Stereochemistry of the Epoxides of 2-Arylmethylidene-1- tetralones.
Abstract
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ChemInform Abstract
The use of hydrogen peroxide as oxygen source in the epoxidation of the trans and cis configurated alkenes (I) and (III) affords the corresponding trans-epoxides (II) as the sole products. In contrast, the use of dimethyldioxirane produces selectively the trans- or cis- epoxides (II) or (IV) in dependence on the stereochemistry of the starting material. This is the only method for the stereoselective synthesis of cis-epoxides. With MCPBA, cis-trans mixtures of epoxides are obtained.
