Expanding the Scope of Cinchona Alkaloid-Catalyzed Enantioselective α-Aminations of Oxindoles: A Versatile Approach to Optically Active 3-Amino-2-oxindole Derivatives
Expanding the Scope of Cinchona Alkaloid-Catalyzed Enantioselective α-Aminations of Oxindoles: A Versatile Approach to Optically Active 3-Amino-2-oxindole Derivatives
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DOI：
10.1021/jo902039a
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发表时间：
2009-12-04
影响因子：
3.6
通讯作者：
Barbas, Carlos F., III
中科院分区：
文献类型：
--
作者：
Bui, Tommy;Borregan, Mar;Barbas, Carlos F., III
开发了一种金鸡纳生物碱催化的高度对映选择性的氧吲哚的α-胺化反应。该反应一般，操作简单，以较高的产率和良好的对映体选择性得到所需的产物。值得注意的是，这项研究提供了一种通用的催化方法来构建氧吲哚的C3位上的C-N键，以及创建一个含氮的四取代手性中心。
A cinchona alkaloid-catalyzed, highly enantioselective, alpha-amination of oxindoles has been developed. The reaction is general, operationally simple, and affords the desired products in high yields with good to excellent enantioselectivity. Significantly, this Study provides a general catalytic method for the construction of a C-N bond at the C3 position of oxindoles as Well as for the creation of a nitrogen-containing, tetrasubstituted chiral center.