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
收藏
页码：11857 / 11861
页数：5
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