Organocatalytic Asymmetric Michael Addition of Oxindoles to Nitroolefins for the Synthesis of 2,2-Disubstituted Oxindoles Bearing Adjacent Quaternary and Tertiary Stereocenters
Organocatalytic Asymmetric Michael Addition of Oxindoles to Nitroolefins for the Synthesis of 2,2-Disubstituted Oxindoles Bearing Adjacent Quaternary and Tertiary Stereocenters
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有机催化将羟吲哚与硝基烯烃进行不对称迈克尔加成，合成具有相邻四级和三级立构中心的 2,2-二取代羟吲哚
DOI：
10.1021/jo301886j
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发表时间：
2012-12-21
影响因子：
3.6
通讯作者：
Xu, Peng-Fei
中科院分区：
文献类型：
--
作者：
Jin, Cheng-Yong;Wang, Yao;Xu, Peng-Fei
研究了双功能硫脲催化的活性吲哚-3-酮与硝基烯烃的Michael加成反应。合成了具有邻位手性四元三元立体中心的2，2-二取代吲哚-3-酮类化合物，产率高，立体选择性好。通过进一步的合成，加合物可以很容易地转化为结构有趣的杂环结构。
A bifunctional thiourea-catalyzed Michael addition of activated indolin-3-ones to nitroolefins has been developed. The synthetically useful 2,2-disubstituted indolin-3-one derivatives with vicinal chiral quaternary-tertiary stereocenters were obtained in high yields with excellent stereoselectivities. The adduct can be readily transformed into a structurally interesting heterocyclic architecture by means of further synthetic elaboration.