A catalytic asymmetric carbonyl-ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

A catalytic asymmetric carbonyl-ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

A catalytic asymmetric carbonyl-ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines was accomplished. The process was based on the utilization of a chiral N,N'-dioxide/Mg(II) catalyst, providing the desired products with excellent outcomes (up to 99% yield, >99% ee) under...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-06, Vol.51 (49), p.10042-10045
Hauptverfasser: Luo, Weiwei, Zhao, Jiannan, Ji, Jie, Lin, Lili, Liu, Xiaohua, Mei, Hongjiang, Feng, Xiaoming
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetry
Carbonyls
Catalysis
Catalysts
Utilization
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Zusammenfassung:A catalytic asymmetric carbonyl-ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines was accomplished. The process was based on the utilization of a chiral N,N'-dioxide/Mg(II) catalyst, providing the desired products with excellent outcomes (up to 99% yield, >99% ee) under mild reaction conditions. Based on the experimental investigations and previous reports, a possible transition state was proposed.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc02748a