摘要：

A bromine catalyzed aziridination reaction has been applied to 7,7-dibromo-3-norcarene, which resulted in a highly stereoselective route to cis-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane in a 46% yield. In order to confirm the stereochemistry of the aziridination reaction trans-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane and its diastereoisomer cis-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane were prepared in a stereoselective manner from the corresponding cis- and trans-7,7-dibromo-3-norcarene epoxides (61 and 9.2% yields, respectively). These three routes offer stereochemical proof for the stereospecificity of the bromine-catalyzed aziridination of hindered alkenes.

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