Organocatalytic Asymmetric Aldol Reaction of Ketones with Isatins: Straightforward Stereoselective Synthesis of 3‐Alkyl‐3‐hydroxyindolin‐2‐ones.
Organocatalytic Asymmetric Aldol Reaction of Ketones with Isatins: Straightforward Stereoselective Synthesis of 3‐Alkyl‐3‐hydroxyindolin‐2‐ones.
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DOI：
10.1002/chin.200805112
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发表时间：
2007-10
期刊：
影响因子：
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通讯作者：
Jia‐Rong Chen;Xiao‐Peng Liu;Xiao‐Yu Zhu;Liangxi Li;Y. Qiao;Jian-ming Zhang;W. Xiao
中科院分区：
文献类型：
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作者：
Jia‐Rong Chen;Xiao‐Peng Liu;Xiao‐Yu Zhu;Liangxi Li;Y. Qiao;Jian-ming Zhang;W. Xiao
摘要利用脯氨酸衍生的双功能有机催化剂，研究了酮与靛红的不对称羟醛缩合反应。该策略允许对映选择性合成各种具有立体季碳中心的3-烷基-3-羟基吲哚啉-2-酮，产率优异，具有良好至优异的对映体过量。该方法已成功地应用于（S）-回旋霉素A的对映选择性合成。
Abstract An efficient asymmetric aldol condensation of ketones with isatins has been developed using an l -proline-derived bifunctional organocatalyst. This strategy allows the enantioselective synthesis of a variety of 3-alkyl-3-hydroxyindolin-2-ones with a stereogenic quaternary carbon center in excellent yields with good to excellent enantiomeric excess. The method has been applied to the enatioselective synthesis of (S)-convolutamydine A successfully.