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Highly Enantioselective Epoxidation Catalyzed by Cinchona Thioureas: Synthesis of Functionalized Terminal Epoxides Bearing a Quaternary Stereogenic Center
Author(s) -
Russo Alessio,
Galdi Gerardina,
Croce Gianluca,
Lattanzi Alessandra
Publication year - 2012
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.201200500
Subject(s) - stereocenter , enantioselective synthesis , cinchona , catalysis , chemistry , organic chemistry , combinatorial chemistry
A brilliant debut! Cinchona thioureas have been reported for the first time as catalysts in the area of asymmetric oxidations. They efficiently promote an unprecedented highly enantioselective epoxidation of deactivated 1,1‐disubstituted alkenes to terminal epoxides containing a quaternary stereogenic center (see scheme).