Highly Efficient Catalytic Asymmetric Sulfa‐Michael Addition of Thiols to trans‐4,4,4‐Trifluorocrotonoylpyrazole
Highly Efficient Catalytic Asymmetric Sulfa‐Michael Addition of Thiols to trans‐4,4,4‐Trifluorocrotonoylpyrazole
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DOI：
10.1002/adsc.201100899
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发表时间：
2012-04
影响因子：
5.4
通讯作者：
Xiuqin Dong;X. Fang;H. Tao;Xiang Zhou;Chun‐Jiang Wang
中科院分区：
文献类型：
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作者：
Xiuqin Dong;X. Fang;H. Tao;Xiang Zhou;Chun‐Jiang Wang
开发了一种通过有机催化的巯基与反式三氟巴豆酰胺的磺基迈克尔加成有效构建手性三氟甲基化结构单元的新方法。引入吡唑部分对于提供H-键受体位点以更好地活化是至关重要的，并且因此提供与当采用昂贵的顺式-4，4，4-三氟巴豆酸酯作为迈克尔受体时获得的不对称诱导相当的不对称诱导。
A new protocol for the efficient construction of chiral trifluoromethylated building blocks was developed via organocatalyzed sulfa-Michael addition of thiols to the cost-efficient trans-trifluorocrotonamide. Introducing the pyrazole moiety is crucial to providing H-bond acceptor sites for better activation and hence affording comparable asymmetric induction with that obtained when employing the expensive cis-4,4,4-trifluorocrotonate as the Michael acceptor.