Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine to oxindole derivatives with chiral phenanthroline.
Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine to oxindole derivatives with chiral phenanthroline.
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DOI：
10.1039/c5ob01840d
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发表时间：
2015-11
影响因子：
3.2
通讯作者：
Y. Naganawa;T. Aoyama;H. Nishiyama
中科院分区：
文献类型：
--
作者：
Y. Naganawa;T. Aoyama;H. Nishiyama
在轴向手性N，N，O-三齿邻菲咯啉配体（S）-2的Cu（ii）配合物存在下，氧化吲哚衍生物（3）与Davis' oxaziridine（4）发生不对称氧原子转移反应，得到了相应的3-芳基-3-羟基-2-氧化吲哚衍生物（1），其对映选择性高达96%ee. X射线晶体学分析表明，Cu（ii）配合物中存在N，N，O三齿配位，这是实现有效催化活性的关键。
In the presence of a Cu(ii) complex of axially chiral, N,N,O-tridentate phenanthroline ligand (S)-2, asymmetric oxygen atom transfer of oxindole derivatives (3) using Davis' oxaziridine (4) occurred to give the corresponding 3-aryl-3-hydroxy-2-oxindole derivatives (1) with excellent enantioselectivity (up to 96% ee). The X-ray crystallographic analysis of the isolated Cu(ii) complex disclosed its N,N,O-tridentate coordination, which is critical to realize effective catalytic activity.