Stereoselective Construction of Spiro(butyrolactonepyrrolidines) by Highly Efficient Copper(I)/TF-BiphamPhos-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition
Stereoselective Construction of Spiro(butyrolactonepyrrolidines) by Highly Efficient Copper(I)/TF-BiphamPhos-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition
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高效铜(I)/TF-BiphamPhos催化不对称1,3-偶极环加成反应立体选择性构建螺环(丁内酯吡咯烷)
DOI：
10.1002/chem.201103876
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发表时间：
2012-06-01
影响因子：
4.3
通讯作者：
Wang, Chun-Jiang
中科院分区：
文献类型：
--
作者：
Liu, Tang-Lin;He, Zhao-Lin;Wang, Chun-Jiang
吡咯合一：首次实现了环状醛亚氨基酯的催化不对称1, 3-偶极环加成反应，能够轻松获得含有一个螺环四级中心和三个三级立体中心的螺环（丁内酯吡咯烷）（参见方案）。该催化系统对多种底物表现良好，以高产率提供合成有用的加合物，在温和条件下具有优异的非对映和对映选择性。
Pyrrole into one: The catalytic asymmetric 1, 3-dipolar cycloaddition of cyclic aldimino esters has been accomplished for the first time, enabling facile access to spiro (butyrolactonepyrrolidines) containing one spiro quaternary center and three tertiary stereogenic centers (see scheme). The catalytic system performs well with a broad range of substrates, furnishing synthetically useful adducts in high yields, with excellent diastereo-and enantioselectivities under mild conditions.