Asymmetric Robinson-Type Annulation Reaction between β-Ketoamides and α,β-Unsaturated Ketones
Asymmetric Robinson-Type Annulation Reaction between β-Ketoamides and α,β-Unsaturated Ketones
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DOI：
10.1021/jo502904n
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发表时间：
2015-04-17
影响因子：
3.6
通讯作者：
Zhao, Gang
中科院分区：
文献类型：
--
作者：
Huang, You-ming;Zheng, Chang-wu;Zhao, Gang
以氨基酸衍生的伯仲二胺为催化剂，研究了β-酮酰胺与α，β-不饱和酮的不对称Robinson型成环反应。报道了反应活性较低的无环β-酮酰胺作为亲电试剂和亲核试剂在该不对称串联反应中的应用。以高产率和高选择性合成了一系列含酰胺基的手性环己烯酮衍生物。
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.