Asymmetric synthesis of highly functionalized furanones via direct Michael reactions mediated by a bulky primary amine

Literature Information

Publication Date 2018-11-22
DOI 10.1039/C8QO01132J
Impact Factor 5.281
Authors

Huicai Huang, Xue Lu, Yukang Mao, Jinxing Ye


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Abstract

The asymmetric Michael reaction of 3(2H) furanones and α,β-unsaturated ketones was investigated, with the employment of a bulky chiral primary amine. The protocol afforded a series of substituted furanone derivatives in a highly diastereo- (>30 : 1 dr) and enantioselective (up to 93% ee) manner with generally good to excellent yields (up to 99%).

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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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