通过钴（II）基金属自由基催化实现α-重氮乙酸酯的立体选择性分子内环丙烷化反应。
Stereoselective Intramolecular Cyclopropanation of α-Diazoacetates via Co(II)-Based Metalloradical Catalysis.
作者信息
Ruppel Joshua V, Cui Xin, Xu Xue, Zhang X Peter
出版信息
Org Chem Front. 2014 Jul 1;1(5):515-520. doi: 10.1039/C4QO00041B.
Abstract
Co(II) complexes of -symmetric chiral porphyrins have been proven to be effective metalloradical catalysts for the asymmetric intramolecular cyclopropanation of allyl α-diazoacetates. 4-(Dimethylamino)pyridine (DMAP), through positive effect, plays an important role in the enhancement of the asymmetric induction for the intramolecular cyclopropanation process. This metalloradical catalytic system is suitable for cyclopropanation of allyl α-diazoacetates with varied functional groups and substitution patterns, producing bicyclic products with complete diastereocontrol and good enantiocontrol.
摘要
对称手性卟啉的钴（II）配合物已被证明是用于烯丙基α-重氮乙酸酯不对称分子内环丙烷化反应的有效金属自由基催化剂。4-（二甲基氨基）吡啶（DMAP）通过正效应，在增强分子内环丙烷化反应的不对称诱导中发挥重要作用。这种金属自由基催化体系适用于具有不同官能团和取代模式的烯丙基α-重氮乙酸酯的环丙烷化反应，可生成具有完全非对映体控制和良好对映体控制的双环产物。
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