Grob-type fragmentation of an oxonium ylide generated from α-imino rhodium carbene

Literature Information

Publication Date 2021-09-19
DOI 10.1039/D1QO01226F
Impact Factor 5.281
Authors

Tao Chen, Zhenxing Yan, Shengguo Duan, Ze-Feng Xu, Chuan-Ying Li


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Abstract

A Grob-type fragmentation of an oxonium ylide generated from the intramolecular addition of oxygen to α-imino rhodium carbene was realized. The reaction was stereospecific and produced two remote double bonds. The newly formed double bonds could be employed as useful synthetic handles for further transformations. A reasonable mechanism was proposed based on primary control experiments and comparison of the stereochemistry of the starting triazoles with that of the products.

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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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