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Phosphine-promoted [3 + 2] cycloaddition between nonsubstituted MBH carbonates and trifluoromethyl ketones |
Hong-Yu Duana, Juan Maa, Zhe-Zhe Yuana, Ri-Sheng Yaoa, Wei Taoa, Fang Xua, Hua Xiaoa,b, Gang Zhaob |
a School of Medical Engineering, Hefei University of Technology, Hefei 230009, China;
b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |
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Abstract A phosphine-promoted [3 + 2] cycloaddition from readily accessible MBH (Morita-Baylis-Hillman) carbonate and aryl trifluoromethyl ketone is described. The use of methyl vinyl ketone-derived allylic carbonate rather than common acrylate-derived counterpart renders the reaction pathway exclusive for 5-endo process, which enables the expeditious preparation of a range of trifluoromethylated 2, 3-dihydrofuran in a chemospecific manner.
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Received: 14 January 2015
Published: 27 March 2015
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Fund: This work was supported by the National Natural Science Foundation of China (No. 21302034), and the Fundamental Research Funds for the Central Universities (No. 2013HGQC0028). |
Corresponding Authors:
Ri-Sheng Yao, Hua Xiao
E-mail: yaors@163.com;xiaohua@hfut.edu.cn
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