一些常用羰基保护试剂与ADD3-羰基反应的行为

Reaction of 1,4-Dien-3-One in ADD with Some Common Protective Agents of Carbonyl

目的 寻找保护ADD 3 羰基的合理方法。方法 以 17 缩酮ADD为底物普查常用羰基保护试剂与ADD 3 羰基反应的行为。结果 在对ADD 3 羰基保护反应研究中 ,以 17 缩酮ADD为底物与醋酐 /PTS和三苯甲基锂 /醋酐反应 ,分别得到 17 环状次乙二氧基 4 甲基 1 乙酰氧基 雌甾 1,3,5 (10 ) 三烯和 17 环状次乙二氧基 7 羟基 雄甾 1,4 二烯 3 酮 ,用波谱数据推测了它们的结构 ,并对后者的形成机理进行了讨论。结论 本实验研究的常用羰基保护试剂无法有效保护ADD 3 羰基 。

Purpose To search a suitable method of protection of 1,4 dien 3 one in ADD. Methods To survey the reaction behavior between the common carboxyl protective agents and 1,4 dien 3 one in ADD. Results In the study on the protection of 1,4 dien 3 one in ADD,two new compounds,17 cyclic ethylenedioxo 4 methyl 1 acetoxy estra 1,3,5(10) triene (6) and 17 cyclic ethylenedioxo 7 hydroxy androst 1,4 dien 3 one (7) were obtained from the reaction of 17 cyclic ethylenedioxo ADD with Ac 2O/PTS and Ph 3CLi/Ac 2O respectively.Their structures were identified by spectra.The mechanism of formation of compound (7) was discussed. Conclusions The common carboxyl protective agents which were used in the experiment can't protect 1,4 dien 3 one in ADD effectively and the relevant works are still on.