1256653-25-4Relevant articles and documents
Hydrogen-bond-mediated enantio- and regioselectivity in a Ru-catalyzed epoxidation reaction
Fackler, Philipp,Berthold, Carola,Voss, Felix,Bach, Thorsten
, p. 15911 - 15913 (2010)
A chiral epoxidation catalyst based on a tricyclic octahydro-1H-4,7- methanoisoindol-1-one scaffold, in which a hydrogen bonding site and the catalytically active ruthenium center are spatially separated, was synthesized. It was shown that epoxidation reactions in such a supramolecular catalyst occur with high enantio- and regioselectivity because the hydrogen bonds expose the substrate to the ruthenium porphyrin complex with a clear conformational preference. The epoxidation of 3-vinylquinolone proceeded in up to 95% ee (71% yield).