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

The asymmetric Michael reaction of 3(2 H ) 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...

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Veröffentlicht in:Organic Chemistry Frontiers 2019-04, Vol.6 (8), p.1080-1083
Hauptverfasser: Huang, Huicai, Lu, Xue, Mao, Yukang, Ye, Jinxing
Format: Artikel
Sprache:eng
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Zusammenfassung:The asymmetric Michael reaction of 3(2 H ) 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%).
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/C8QO01132J