Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N'-dioxide/Ni(ii)-catalyzed Diels-Alder reactions

Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N'-dioxide/Ni(ii)-catalyzed Diels-Alder reactions

Highly efficient asymmetric Diels-Alder reactions of methyleneindolinones with 1,3-dienylcarbamates and 1,2-dihydropyridines have been accomplished by using a chiral N,N'-dioxide/nickel(ii) complex as an efficient catalyst. New kinds of spirooxindole-cyclohexaneamides were achieved in up to 99%...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017-02, Vol.53 (12), p.2060-2063
Hauptverfasser: Zhou, Yuhang, Lu, Yan, Hu, Xinyue, Mei, Hongjiang, Lin, Lili, Liu, Xiaohua, Feng, Xiaoming
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetry
Catalysts
Diels-Alder reactions
Synthesis (chemistry)
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Zusammenfassung:Highly efficient asymmetric Diels-Alder reactions of methyleneindolinones with 1,3-dienylcarbamates and 1,2-dihydropyridines have been accomplished by using a chiral N,N'-dioxide/nickel(ii) complex as an efficient catalyst. New kinds of spirooxindole-cyclohexaneamides were achieved in up to 99% yield, >95 : 5 dr, and 99% ee.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc10125a