Enantioselective dearomative [3 2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates
Enantioselective dearomative [3 2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates
复制标题
2-硝基苯并呋喃与醛衍生的 Morita-Baylis-Hillman 碳酸酯的对映选择性脱芳香剂 [3 2] 环加成
DOI：
10.1039/c9cc04542b
复制
发表时间：
2019
影响因子：
4.9
通讯作者：
Guo Hai-Ming
中科院分区：
文献类型：
--
作者：
Yang Xin-He;Li Jian-Ping;Wang Dong-Chao;Xie Ming-Sheng;Qu Gui-Rong;Guo Hai-Ming
研究了膦催化的2-硝基苯并呋喃与衍生自顺丁烯二酰亚胺的Morita-Baylis-Hillman（MBH）碳酸酯或联烯酸酯的不对称脱芳[3+2]环加成反应。与MBH碳酸酯的反应产生了一系列含有三个连续立构中心的环戊苯并呋喃，具有良好至高的产率、非对映选择性和对映选择性。联烯酸酯的使用也得到了目标产物，具有中等的对映选择性。
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.