Issue 43, 2015

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
02 Apr 2015
Accepted
21 Apr 2015
First published
22 Apr 2015

Chem. Commun., 2015,51, 8946-8949

Author version available

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

A. Cai, Y. Zheng and J. Ma, Chem. Commun., 2015, 51, 8946 DOI: 10.1039/C5CC02749G

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