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Highly Enantioselective Synthesis of α ‐Trifluoromethyldihydropyrans Using a Chiral Trifluoroethyl‐substituted Thiourea Catalyst Derived from Amino Acid
Author(s) -
Li Peng,
Zhao Gang,
Zhu Shizheng
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100034
Subject(s) - chemistry , thiourea , enantioselective synthesis , asymmetric induction , catalysis , ketone , organic chemistry , alkyl , michael reaction
An enantioselective Michael addition of ethyl 4,4,4‐trifluoro‐3‐oxobutanoate to α , β ‐unsaturated ketone esters using a chiral alkyl‐substituted thiourea catalyst is reported. Excellent levels of stereo‐induction (up to 98% ee ) under mild reaction conditions were obtained to afford the corresponding α ‐trifluoromethyldihydropyrans.