2-硝基苯并呋喃与醛衍生的森田-贝利斯-希尔曼碳酸酯的对映选择性去芳构化[3+2]环加成反应
Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates.
作者信息
Yang Xin-He, Li Jian-Ping, Wang Dong-Chao, Xie Ming-Sheng, Qu Gui-Rong, Guo Hai-Ming
机构信息
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan Province 453007, China.
出版信息
Chem Commun (Camb). 2019 Aug 11;55(62):9144-9147. doi: 10.1039/c9cc04542b. Epub 2019 Jul 15.
The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.
开发了膦催化的2-硝基苯并呋喃与醛衍生的森田-贝利斯-希尔曼（MBH）碳酸酯或联烯酸酯的不对称脱芳构化[3+2]环加成反应。与MBH碳酸酯的反应得到了一系列含有三个相邻立体中心的环戊并苯并呋喃，产率、非对映选择性和对映选择性良好至高。使用联烯酸酯也得到了对映选择性适中的目标产物。
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