A vinylogous Michael reaction of 2-furanone dimers with α,β-unsaturated nitroolefins for constructing chiral γ,γ-disubstituted butenolides

文献情報

出版日 2020-05-09

DOI 10.1039/D0QO00376J

インパクトファクター 5.281

著者

Cairong Zhang, Yongyi Chen, Aiqin Liu, Xinyu Wang, Chuna Yan, Xuechao Liu, Xiaoru Zhang, Ying Li, Ye Yuan, Zemei Ge, Jingxiang Pang, Yongshuai Chai, Xin Wang

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要旨

An efficient bifunctional thiourea-catalyzed asymmetric vinylogous Michael addition of 2-furanone dimers to α,β-unsaturated nitroolefins has been developed to afford functional chiral γ,γ-disubstituted butenolides in good yields (up to 95%) with good to excellent stereoselectivity (up to >20 : 1 dr, 99% ee). DFT calculations were carried out to explain the high stereoselectivity.

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

A vinylogous Michael reaction of 2-furanone dimers with α,β-unsaturated nitroolefins for constructing chiral γ,γ-disubstituted butenolides

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