Squaramide-Catalyzed Synthesis of Enantioenriched Spirocyclic Oxindoles via Ketimine Intermediates with Multiple Active Sites.
Squaramide-Catalyzed Synthesis of Enantioenriched Spirocyclic Oxindoles via Ketimine Intermediates with Multiple Active Sites.
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DOI：
10.1002/anie.201506206
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发表时间：
2015-11
影响因子：
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通讯作者：
Qiang-Sheng Sun;Hua Zhu;Yong‐Jian Chen;Xiao‐Di Yang;Xingwen Sun;G. Lin
中科院分区：
文献类型：
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作者：
Qiang-Sheng Sun;Hua Zhu;Yong‐Jian Chen;Xiao‐Di Yang;Xingwen Sun;G. Lin
一种新的五元螺环氧吲哚的合成方法是基于由双功能奎宁衍生的方酰胺催化的酮胺的Michael-Mannich级联反应。以良好的产率(高达94%)和立体选择性(高达>；20：1 D.R.，>；99%ee)获得了所需产品。一个放大的变体也顺利地进行了，表明一锅反应可能在生物活性化合物文库的合成中得到应用。
A new method for the construction of five-membered spirocyclic oxindoles is based on a Michael-Mannich cascade reaction of a ketimine intermediated catalyzed by a bifunctional quinine-derived squaramide. The desired products were obtained in excellent yields (up to 94%) and stereoselectivities (up to >20:1 d.r., >99% ee). A scaled-up variant also proceeded smoothly showing that the one-pot reaction might find application in the synthesis of bioactive-compound libraries.