Facial selectivity of the sharpless bromine catalyzed aziridination~1
摘要：
A bromine catalyzed aziridination reaction has been applied to 7,7-dibromo-3-norcarene,which resulted in a higly stereoselective route to cis-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane in a 46% yeild.In order to confirm the stereochemistry of the aziridinatin 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-aza-tricyclo[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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年份：
2004
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