Premium
Chiral Bis(oxazolinyl)phenyl Ru II Catalysts for Highly Enantioselective Cyclopropanation
Author(s) -
Ito Junichi,
Ujiie Satoshi,
Nishiyama Hisao
Publication year - 2010
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.200903514
Subject(s) - cyclopropanation , enantioselective synthesis , cyclopropane , ruthenium , chemistry , intramolecular force , ethyl diazoacetate , chirality (physics) , ligand (biochemistry) , medicinal chemistry , catalysis , stereochemistry , organic chemistry , physics , chiral anomaly , receptor , ring (chemistry) , biochemistry , fermion , quantum mechanics , nambu–jona lasinio model
Good to excellent enantioselectivities (up to 99 % ee ) of trans ‐cyclopropane derivatives were achieved in the cyclopropanation of alkenes with tert ‐butyl α‐diazoacetate by using 0.5 mol % of a mononuclear chiral ruthenium aqua complex containing the chiral bis(oxazolinyl)phenyl ligand, which was obtained via CH activation by RuCl 3 ⋅3 H 2 O in the presence of Mg and cyclooctadiene (cod). Intramolecular cyclopropanation reactions using the new Ru complex also proceed with high yields and excellent enantioselectivities.