Abstract

Se-Phenyl methane-, benzene-, and 4-methylbenzenesulfonoselenoates PhSeSO₂R (R = Me, Ph, 4-MeC₆H₄) react with 1-X-tricyclo[4.1.0.0^2,7]heptanes (X = Me, Ph, SiMe₃) under photochemical initiation to give products of addition at the C¹–C⁷ central bicyclobutane bond with a bicyclo[3.1.1]heptane (norpinane) skeleton, where the R-sulfonyl group is attached to C⁷ and is oriented syn and the phenylselanyl group on C⁶ can occupy both syn and anti positions. Radical mechanism of the reaction and its stereochemistry are discussed.

中文翻译：

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三环[4.1.0.0 2,7]庚烷衍生物的光化学硒磺化

摘要

硒苯甲烷甲烷，苯磺酸和4-甲基苯磺酰基油酸酯PhSeSO ₂ R（R = Me，Ph，4-MeC ₆ H ₄）与1-X-三环[4.1.0.0 ^2,7 ]庚烷（X = Me ，Ph，SiMe ₃）在光化学引发下产生带有双环[3.1.1]庚烷（降冰片烷）骨架的C ¹ -C ⁷中央双环丁烷键加成产物，其中R-磺酰基连接到C ⁷和是顺式的，C ⁶上的苯硒基可以同时兼有顺式和反式职位。讨论了反应的自由基机理及其立体化学。