Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides
作者:Damiano Tanini、Cosimo Borgogni、Antonella Capperucci
DOI:10.1039/c9nj00657e
日期:——
Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into
描述了活化的和未活化的氮丙啶与不同的甲硅烷基硫属元素化物的无金属开环反应。通过适当调节反应条件,可以从相应的氮丙啶和双(三甲基甲硅烷基)硫化物以高收率合成手性对映体富集的N -Ts和N -Boc 1,2-巯基胺。用合适的芳族硫属元素硅烷处理后,N-保护的和N -H未活化的氮丙啶被有效地转化为相应的β-芳族硫属元素胺。硅介导的开环反应以优异的区域选择性和立体特异性进行,从而可以使用各种各样的合成和生物学上有价值的对映体富集的硫属元素胺。