Cobalt(II)-Catalyzed Asymmetric Olefin Cyclopropanation with α-Ketodiazoacetates

被引：88

作者：

Xu, Xue ^{[1
]}

Zhu, Shifa ^{[1
]}

Cui, Xin ^{[1
]}

Wojtas, Lukasz ^{[1
]}

Zhang, X. Peter ^{[1
]}

机构：

[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 45期

基金：

美国国家科学基金会;

关键词：

asymmetric catalysis; cobalt; porphyrinoids; small ring systems; synthetic methods; MGI2-MEDIATED RING EXPANSIONS; DONOR-ACCEPTOR CYCLOPROPANES; INTRAMOLECULAR CYCLOPROPANATION; METHYLENECYCLOPROPYL AMIDES; RH(II)-CATALYZED CYCLOPROPANATION; STEREOSELECTIVE CYCLOPROPANATION; ENANTIOSELECTIVE SYNTHESIS; 1,1-CYCLOPROPANE DIESTERS; PHENYLIODONIUM YLIDE; ORGANIC-SYNTHESIS;

D O I：

10.1002/anie.201305883

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Porphyrin and Co.: The cobalt(II) complex 1 is an effective metalloradical catalyst for cyclopropanation of alkenes with α-acetodiazoacetates at room temperature to yield E-1,1-cyclopropaneketoesters in high yields with both high diastereo- and enantioselectivities. Epimerization of the resulting enantioenriched E-diastereoisomers into the corresponding Z-isomers with retention of the enantiopurity is promoted by iodide. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：11857 / 11861

页数：5

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