Decarboxylative Umpolung of conjugated enals to β-carbanions for intramolecular nucleophilic addition to an aldehyde

文献情報

出版日 2017-05-09

DOI 10.1039/C6QO00846A

インパクトファクター 5.281

著者

Feng Liu, Jiaxin Tian, Yong Liu, Chuangan Tao, Hao Zhu, Aina Zhang, Dongfang Xu, Baoguo Zhao

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要旨

An interesting Umpolung strategy to generate β-carbanion equivalents from a conjugated enal has been developed. The enal group of compounds 7 was chemospecifically converted to a delocalized carbanion by decarboxylation of the in situ formed imine between the enal and 2,2-diphenylglycine (2), which then underwent nucleophilic addition at the β position of the enal to an intramolecular aldehyde group to give cyclized products 8 in 54–93% yields.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

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

Decarboxylative Umpolung of conjugated enals to β-carbanions for intramolecular nucleophilic addition to an aldehyde

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