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铜催化的三氟甲基叠氮、腈和醛的三组分反应:三氟甲基取代恶唑啉和邻位氨基醇的高非对映选择性合成

Copper-triggered three-component reaction of CF3CHN2, nitriles, and aldehydes: highly diastereoselective synthesis of CF3-substituted oxazolines and vicinal amino alcohols.

作者信息

Cai Ai-Jie, Zheng Yan, Ma Jun-An

机构信息

Department of Chemistry, Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. China.

出版信息

Chem Commun (Camb). 2015 May 28;51(43):8946-9. doi: 10.1039/c5cc02749g.

DOI:10.1039/c5cc02749g
PMID:25927461
Abstract

A novel, three-component C-C, C-N and C-O bond forming reaction is described. In the presence of 20 mol% CuO, this condensation reaction of CF3CHN2, nitriles, and aldehydes proceeds to afford CF3-substituted oxazolines in moderate to high yields with excellent diastereoselectivities. Subsequent ring-opening of oxazolines gives rise to the corresponding vicinal amino alcohols.

摘要

描述了一种新型的、形成C-C、C-N和C-O键的三组分反应。在20 mol% CuO存在下,CF3CHN2、腈和醛的这种缩合反应进行,以中等至高产率和优异的非对映选择性得到CF3取代的恶唑啉。恶唑啉随后的开环反应生成相应的邻氨基醇。

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