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Enantioselective Catalytic Intramolecular Cyclopropanation using Modified Cinchona Alkaloid Organocatalysts
Author(s) -
Johansson Carin C. C.,
Bremeyer Nadine,
Ley Steven V.,
Owen Dafydd R.,
Smith Stephen C.,
Gaunt Matthew J.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200602129
Subject(s) - cinchona , enantioselective synthesis , cyclopropanation , intramolecular force , moiety , quinoline , cinchona alkaloids , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
A mechanism‐guided design process was used to develop cinchona alkaloids that are substituted at the C2′ position of the quinoline moiety. These compounds prove to be excellent organocatalysts for an enantioselective intramolecular cyclopropanation reaction (see scheme).