Enantioselective Synthesis of Fused Polycyclic Tropanes via Dearomative [3+2] Cycloaddition Reactions of 2-Nitrobenzofurans
Enantioselective Synthesis of Fused Polycyclic Tropanes via Dearomative [3+2] Cycloaddition Reactions of 2-Nitrobenzofurans
复制标题
通过2-硝基苯并呋喃的脱芳香[3 2]环加成反应对映选择性合成稠合多环托烷
DOI：
10.1021/acs.orglett.9b04108
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发表时间：
2020
期刊：
影响因子：
5.2
通讯作者：
Guo Hai-Ming
中科院分区：
文献类型：
--
作者：
Wang Zhen;Wang Dong-Chao;Xie Ming-Sheng;Qu Gui-Rong;Guo Hai-Ming
通过2-硝基苯并呋喃与环甲亚胺叶立德的不对称脱芳构化环加成反应，成功地开发了一种直接合成稠合多环托烷骨架的方法。在手性铜配合物的存在下，以75-91%的收率和90-98%的对映选择性合成了一系列稠合多环托烷衍生物.产物的简单转化说明了该方法的实用性。
A straight synthetic approach to fused polycyclic tropane scaffold formation through an asymmetric dearomatization cycloaddition process of 2-nitrobenzofurans with cyclic azomethine ylides was successfully developed. In the presence of a chiral copper complex, derived from Cu(OAc)2and a diphosphine ligand, a series of fused polycyclic tropane derivatives were obtained in high yields (75–91%) with excellent enantioselectivities (90–98%). The utility of this method was showcased by the facile transformation of product.