The N,N'-dioxide/Ni(II)-catalyzed asymmetric inverse-electron-demand hetero-Diels-Alder reaction of methyleneindolinones with hetero-substituted alkenes

The N,N'-dioxide/Ni(II)-catalyzed asymmetric inverse-electron-demand hetero-Diels-Alder reaction of methyleneindolinones with hetero-substituted alkenes

The highly efficient catalytic asymmetric inverse-electron-demand hetero-Diels-Alder reaction of methyleneindolinones with hetero-substituted alkenes has been accomplished under mild reaction conditions. In the presence of chiral N,N'-dioxide/Ni(II) complexes, a wide range of optically active d...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-07, Vol.51 (58), p.11689-11692
Hauptverfasser: Zhou, Yuhang, Lin, Lili, Yin, Chengkai, Wang, Zhengmeng, Liu, Xiaohua, Feng, Xiaoming
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
Asymmetry
Catalysis
Catalysts
Indoles
Optical activity
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Zusammenfassung:The highly efficient catalytic asymmetric inverse-electron-demand hetero-Diels-Alder reaction of methyleneindolinones with hetero-substituted alkenes has been accomplished under mild reaction conditions. In the presence of chiral N,N'-dioxide/Ni(II) complexes, a wide range of optically active dihydropyran-fused indoles were obtained in up to 99% yield, >95 : 5 dr and 99% ee.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc04245c