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Interplay of Direct Stereocontrol and Dynamic Kinetic Resolution in a Bifunctional Amine Thiourea Catalyzed Highly Enantioselective Cascade Michael–Michael Reaction
Author(s) -
Yu Chenguang,
Zhang Yinan,
Song Aiguo,
Ji Yafei,
Wang Wei
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002384
Subject(s) - enantioselective synthesis , bifunctional , thiourea , michael reaction , cascade , amine gas treating , combinatorial chemistry , kinetic resolution , catalysis , chemistry , organic chemistry , computer science , stereochemistry , chromatography
Control is better : A novel chiral amine thiourea catalyzed, highly enantioselective Michael–Michael cascade process serves as a “one‐pot” approach to synthetically and biologically significant chiral tetrahydrothiophenes (see scheme). Notably, an unprecedented cooperative direct stereocontrol and dynamic kinetic resolution by the bifunctional catalyst is identified that governs the highly enantioselective cascade process.