Enantioselective cis-β-lactam synthesis by intramolecular C-H functionalization from enoldiazoacetamides and derivative donor-acceptor cyclopropenes

被引:76
作者
Xu, Xinfang [1 ]
Deng, Yongming [2 ]
Yim, David N. [2 ]
Zavalij, Peter Y. [2 ]
Doyle, Michael P. [2 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
CHIRAL DIRHODIUM(II) CARBOXYLATES; CATALYZED ASYMMETRIC-SYNTHESIS; ALKYL-ALPHA-DIAZOESTERS; INSERTION REACTIONS; METAL-CARBENE; AMINO-ACIDS; RH(II)-CATALYZED CYCLOPROPANATION; DIAZO-COMPOUNDS; ENOL ETHERS; DIAZOACETAMIDES;
D O I
10.1039/c4sc03991b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
beta-Lactam derivatives are produced through intermediate donor-acceptor cyclopropene intermediates in high yield, exclusive cis-diastereoselectivity, and high enantiocontrol in a chiral dirhodium carboxylate catalyzed intramolecular C-H functionalization reaction of enoldiazoacetamides.
引用
收藏
页码:2196 / 2201
页数:6
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