Dual Catalysis for the Redox Annulation of Nitroalkynes with Indoles: Enantioselective Construction of Indolin-3-ones Bearing Quaternary Stereocenters

The enantioselective redox annulation of nitroalkynes with indoles is enabled by gold/chiral phosphoric acid dual catalysis. A range of indolin‐3‐one derivatives bearing quaternary stereocenters at the C2 position were afforded in good yields and excellent enantioselectivities (up to 96 % ee) from r...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-09, Vol.54 (38), p.11205-11208
Hauptverfasser: Liu, Ren-Rong, Ye, Shi-Chun, Lu, Chuan-Jun, Zhuang, Gui-Lin, Gao, Jian-Rong, Jia, Yi-Xia
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Sprache:eng
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Zusammenfassung:The enantioselective redox annulation of nitroalkynes with indoles is enabled by gold/chiral phosphoric acid dual catalysis. A range of indolin‐3‐one derivatives bearing quaternary stereocenters at the C2 position were afforded in good yields and excellent enantioselectivities (up to 96 % ee) from readily available starting materials. Two are better than one: An enantioselective redox annulation of nitroalkynes with indoles is enabled by gold/chiral phosphoric acid (CPA) dual catalysis. A range of indolin‐3‐one derivatives bearing quaternary stereocenters at the C2 positions were thus obtained in good yields and excellent enantioselectivities (up to 96 % ee).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201504697