Organocatalytic asymmetric aldol reaction of ketones with isatins: straightforward stereoselective synthesis of 3-alkyl-3-hydroxyindolin-2-ones |
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Authors: | Jia-Rong Chen |
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Institution: | Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China |
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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. |
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