The application of iodosobenzene (1) and iodoxybenzene (2) for the oxidation reaction of phosphorus, phosphorothiono and phosphoroseleno compounds into the corresponding ≡P(O) analogs is demonstrated. Retention of configuration at the phosphorus atom and full stereoselectivity of these reactions in model diastereoisomeric cis- and trans-2-phenylamino-2-thiono-4-methyl-1.3.2-dioxaphosphorinans (30) as well cis- and trans-2-phenylamino-2-seleno-4-methyl-1.3.2-dioxaphosphorinans (31) systems, are demonstrated.
实验证明,
碘代苯 (1) 和
碘氧苯 (2) 可用于将
磷、
硫代
磷和
硒代
磷化合物氧化成相应的 ≡P(O) 类似物。在模型非对映异构体顺式和反式-2-苯基
氨基-2-
硫代-4-甲基-1.3.2-二氧
磷杂环戊烷(30)以及顺式和反式-2-苯基
氨基-2-
硒基-4-甲基-1.3.2-二氧
磷杂环戊烷(31)体系中,这些反应保留了
磷原子的构型并具有完全的立体选择性。