A catalytic asymmetric hetero-Diels-Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones

A catalytic asymmetric hetero-Diels-Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones

A catalytic asymmetric hetero-Diels-Alder (HDA) reaction has been achieved through hydrogen-bond directed γ-addition of olefinic azlactones to isatins. This methodology provides an efficient access to spirooxindole dihydropyranones in moderate to good yields and with excellent enantioselectivities.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2014-08, Vol.50 (64), p.8934-8936
Hauptverfasser: Gao, Tai-Ping, Lin, Jun-Bing, Hu, Xiu-Qin, Xu, Peng-Fei
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetry
Catalysis
Catalysts
Hydrogen bonds
Methodology
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Zusammenfassung:A catalytic asymmetric hetero-Diels-Alder (HDA) reaction has been achieved through hydrogen-bond directed γ-addition of olefinic azlactones to isatins. This methodology provides an efficient access to spirooxindole dihydropyranones in moderate to good yields and with excellent enantioselectivities.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc03896g