4.7 Article

Asymmetric Robinson-Type Annulation Reaction between β-Ketoamides and α,β-Unsaturated Ketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 8, Pages 3798-3805

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo502904n

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Funding

  1. National Natural Science Foundation of China [21272247, 21290184]

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Enantioselective Robinson-type annulation reaction between beta-ketoamide and alpha,beta-unsaturated ketone was developed by utilizing the amino acid derived primary secondary diamine catalysts. The less reactive acyclic beta-ketoamides employed as both electrophile and nucleophile are reported in this asymmetric tandem reaction. A number of chiral cyclohexenone derivatives containing an amide group were obtained in high yields and good selectivities.

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