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Title: Stereoselective synthesis of trifluoromethyl-substituted 2H-furan-amines from enaminones
Authors: Liang, Xiaoyu
Guo, Pan
Yang, Wenjie
Li, Meng
Jiang, Chengzhou
Sun, Wangbin
Loh, Teck-Peng
Jiang, Yaojia
Keywords: Science::Chemistry
Issue Date: 2020
Source: Liang, X., Guo, P., Yang, W., Li, M., Jiang, C., Sun, W., Loh, T. & Jiang, Y. (2020). Stereoselective synthesis of trifluoromethyl-substituted 2H-furan-amines from enaminones. Chemical Communications, 56(13), 2043-2046.
Journal: Chemical Communications
Abstract: A straightforward strategy for synthesis of highly functionalized trifluoromethyl 2H-furans is described. The copper catalyzed method relies on a cascade cyclic reaction between enaminones and N-tosylhydrazones. This method allows the synthesis of 2-amino-3-trifluoromethyl-substituted 2H-furan derivatives carrying a quaternary stereogenic center as single diastereomers. The proposed reaction mechanism involves an amino-cyclopropane intermediate formed in the cyclopropanation of enaminones. The developed method tolerates a broad spectrum of functionalities, and the obtained 2H-furan derivatives are useful synthetic intermediates for preparing other trifluoromethyl-substituted compounds.
ISSN: 1359-7345
DOI: 10.1039/c9cc08582c
Schools: School of Physical and Mathematical Sciences 
Rights: © 2020 The Royal Society of Chemistry. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
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