Synthesis of Chiral Spiro-Aziridine Oxindoles via Aza-Corey-Chaykovsky Reaction of Isatin Derived N-tert-Butanesulfinyl Ketimines
Synthesis of Chiral Spiro-Aziridine Oxindoles via Aza-Corey-Chaykovsky Reaction of Isatin Derived N-tert-Butanesulfinyl Ketimines
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DOI：
10.1021/acs.orglett.5b03564
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发表时间：
2016-02-05
期刊：
影响因子：
5.2
通讯作者：
Das, Dhiraj
中科院分区：
文献类型：
--
作者：
Hajra, Saumen;Aziz, Sk Mohammad;Das, Dhiraj
通过靛红衍生的N-叔丁基亚磺酰基酮亚胺的aza-Corey-Chaykovsky反应，以良好的选择性（dr = 98：2至>99：1），发展了一种合成手性螺氮丙啶羟吲哚的通用而直接的策略。探索了一种高选择性合成手性3-取代螺氮丙啶羟吲哚的方法。
A general and direct strategy for the synthesis of chiral spiro-aziridine oxindoles has been developed via an aza-Corey-Chaykovsky reaction of isatin-derived N-tert-butanesulfinyl ketimines with excellent selectivity (dr = 98:2 to >99:1). The method is explored for the synthesis of chiral 3-substituted spiro-aziridine oxindoles with high (2S,3S)-selectivity over (2S,3R).