Organocatalytic Stereoselective Synthesis of Fluorinated 3,3′-Linked Bisoxindoles
Organocatalytic Stereoselective Synthesis of Fluorinated 3,3′-Linked Bisoxindoles
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DOI：
10.1021/acs.joc.7b03084
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发表时间：
2018-02-02
影响因子：
3.6
通讯作者：
Wolf, Christian
中科院分区：
文献类型：
--
作者：
Moskowitz, Max;Balaraman, Kaluvu;Wolf, Christian
描述了一种高非对映选择性的有机催化方法，该方法高产率地从氟氧吲哚和板蓝素合成3-氟-3‘-羟基-3，3’-双氧吲哚和相应的具有两个相邻手性中心的3-氟-3‘-氨基衍生物。该反应在室温下的质子型溶剂中进行，可以在不影响产率和立体选择性的情况下进行放大，并且不需要对色谱产品进行纯化。
A highly diastereoselective organocatalytic method that produces 3-fluoro-3'-hydroxy-3,3'-bisoxindoles and the corresponding 3-fluoro-3'-amino derivatives having two adjacent chirality centers from fluorooxindoles and isatins in high yields is described. The reaction occurs in protic solvents at room temperature, it can be upscaled without compromising yield and stereoselectivity, and chromatographic product purification is not required.