有机催化的α,β-不饱和γ-丁内酰胺与烯酮的直接不对称 vinylogous Michael 反应。
Organocatalytic direct asymmetric vinylogous Michael reaction of an α,β-unsaturated γ-butyrolactam with enones.
机构信息
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.
出版信息
J Org Chem. 2011 Mar 4;76(5):1472-4. doi: 10.1021/jo102223v. Epub 2011 Jan 18.
PMID:21244007
Abstract
An organocatalytic asymmetric direct vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to enones has been achieved with a simple bifunctional thiourea-tertiary amine catalyst, affording the γ-substituted butyrolactam products with high diastereo- and enantioselectivity (up to >40:1 dr and 94-99% ee).
摘要
一种简单的双功能硫脲-叔胺催化剂实现了α,β-不饱和γ-丁内酯与烯酮的不对称直接 vinylogous Michael 加成反应，以高产率和高对映选择性（高达 >40:1 dr 和 94-99% ee）得到γ-取代的丁内酯产物。
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