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Highly Efficient Catalytic Asymmetric Sulfa‐Michael Addition of Thiols to trans ‐4,4,4‐Trifluorocrotonoylpyrazole
Author(s) -
Dong XiuQin,
Fang Xin,
Tao HaiYan,
Zhou Xiang,
Wang ChunJiang
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100899
Subject(s) - chemistry , michael reaction , moiety , acceptor , catalysis , combinatorial chemistry , pyrazole , stereochemistry , organic chemistry , physics , condensed matter physics
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.