异硫脲与布朗斯特酸协同催化：二氢吡啶酮的对映选择性构建
Isothiourea and Brønsted Acid Cooperative Catalysis: Enantioselective Construction of Dihydropyridinones.
作者信息
Zhang Yu-Chen, Geng Rui-Long, Song Jin, Gong Liu-Zhu
机构信息
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
出版信息
Org Lett. 2020 Mar 20;22(6):2261-2265. doi: 10.1021/acs.orglett.0c00461. Epub 2020 Mar 2.
PMID:32119556
Abstract
Asymmetric annulation of bench-stable α,β-unsaturated aryl esters with enamines was realized via cooperative catalysis of chiral isothiourea and Brønsted acid. This reaction proceeds via a chiral α,β-unsaturated acyl ammonium intermediate and offers a rapid access to functionalized 3,4-dihydropyridin-2-ones in high yields and excellent enantioselectivities.
摘要
通过手性异硫脲和布朗斯特酸的协同催化，实现了稳定的α,β-不饱和芳基酯与烯胺的不对称环化反应。该反应通过手性α,β-不饱和酰基铵中间体进行，能够快速高效地获得官能化的3,4-二氢吡啶-2-酮，产率高且对映选择性优异。
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