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Synergistic Stereocontrol in the Enantioselective Ruthenium-Catalyzed Sulfoxidation of Spirodithiolane-Indolones

机译:螺二硫杂环戊二烯-吲哚酮对映选择性钌催化的硫氧化中的协同立体控制

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摘要

A chiral ruthenium catalyst was developed for the enantioselective sulfoxidation of the title compounds. The catalyst combines two elements of chirality, a chiral pybox ligand and a chiral bicylic lactam unit, to which the ligand is attached. The latter unit was shown to improve significantly the performance of the catalyst by exposing one of the two enantiotopic sulfur atoms to the active site via hydrogen-bond mediated coordination. Ten differently substituted substrates were converted into the respective sulfoxides in yields of 52-71% and with 90% ee.
机译:开发了手性钌催化剂用于标题化合物的对映选择性磺氧化。该催化剂结合了两个手性元素,一个手性pybox配体和一个与该配体连接的手性双环内酰胺单元。通过使两个对映体硫原子之一经由氢键介导的配位暴露于活性位点,显示了后一单元显着改善了催化剂的性能。将十种不同取代的底物以52-71%的收率和90%的ee转化为各自的亚砜。

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