AbstractSe-Phenyl methane-, benzene-, and 4-methylbenzenesulfonoselenoates PhSeSO2R (R = Me, Ph, 4-MeC6H4) react with 1-X-tricyclo[4.1.0.02,7]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
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。