Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins

Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins
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DOI:
10.1021/ja074613o
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发表时间:
2007-10-10
影响因子:
15
通讯作者:
Zhang, X. Peter
Zhang, X. Peter
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Ying;Ruppel, Joshua V.;Zhang, X. Peter

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D2-对称手性卟啉[Co(1)]的钴(II)配合物是一种有效的催化剂,用于缺电子烯烃的不对称环丙烷化反应,包括M,P-不饱和酯、酰胺、酮和腈。由于不存在重氮化合物的二聚反应,催化反应可以使用烯烃作为限制性试剂以一锅法进行,在温和的条件下以高产率和选择性形成所需的亲电环丙烷衍生物。在大多数情况下,实现了优异的非对映体和对映体选择性。
The cobalt(II) complex of a D 2-Symmetric chiral porphyrin [Co(1)] is an effective catalyst for asymmetric cyclopropanation of electron-deficient olefins, including M,P-unsaturated esters, amides, ketones, and nitriles. Due to the absence of dimerization of diazo compounds, the catalytic reactions can be performed in one-pot protocol using olefins as the limiting reagent, forming the desired electrophilic cyclopropane derivatives in high yields and selectivities under mild conditions. In most cases, both excellent diastereo- and enantioselectivity were achieved.