Ag-Catalyzed cycloisomerization of 1,6-enynamide: an intramolecular type II Alder-ene reaction

Literature Information

Publication Date 2019-11-18
DOI 10.1039/C9QO01258C
Impact Factor 5.281
Authors

Mei-Hua Shen, Yu-Mei Zhang, Chun Jiang, Hua-Dong Xu, Defeng Xu


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Abstract

Promoted by a silver catalyst, 1,6-enynamides with a cyclic ene moiety can undergo cycloisomerization to fused N-heterobicycles. This transformation presents an unusual type II Alder-ene reaction and is believed to proceed through a catalytic cycle of formation of a keteneiminium silver intermediate, subsequent 6-endo-trig cyclization and protodemetalation.

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Contents list

Front/Back Matter

DOI: 10.1039/C9QO90066G

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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