期刊
CHEMICAL COMMUNICATIONS
卷 57, 期 72, 页码 9056-9059出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc03830c
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资金
- NSFC [21931006, 21921002]
Zwitterionic N-allylic ylide species are generated from Morita-Baylis-Hillman carbonates of trifluoromethyl ketones and acrylonitrile under the catalysis of cinchona-derived tertiary amines, and participate in switchable asymmetric [3+2] or [4+1] annulations with 1-azadienes in chemo-, regio-, and stereodivergent manners to construct frameworks with trifluoromethylated all-carbon quaternary stereogenic centre or tetrasubstituted alkene moiety in good yields with excellent enantioselectivity.
The previously unreported zwitterionic N-allylic ylide species from the corresponding Morita-Baylis-Hillman carbonates of trifluoromethyl ketones and acrylonitrile are generated under the catalysis of cinchona-derived tertiary amines, and subsequently participate in switchable asymmetric [3+2] or [4+1] annulations with 1-azadienes in chemo-, regio-, and stereodivergent manners via catalyst or substrate control. A diverse range of frameworks, having a trifluoromethylated all-carbon quaternary stereogenic centre or a tetrasubstituted alkene moiety, are generally constructed in good yields with excellent enantioselectivity.
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