Enantioselective oxygenation of exocyclic methylene groups by a manganese porphyrin catalyst with a chiral recognition site
Finn Burg, Stefan Breitenlechner, Christian Jandl, Thorsten Bach
Abstract
a remote hydrogen bonding motif a high enantioselectivity in the manganese-catalysed oxygenation of quinolone analogues (27 examples, 18-64% yield, 80-99% ee) was achieved. The site-selectivity was completely altered in favour of a less reactive but more accessible position.
Topics & Concepts
PorphyrinEnantioselective synthesisMethyleneChemistryCatalysisManganeseSelectivityHydrogen bondOxygenationStereochemistryPhotochemistryCombinatorial chemistryMedicinal chemistryMoleculeOrganic chemistryMedicineAnesthesiaMetal-Catalyzed Oxygenation MechanismsPorphyrin and Phthalocyanine ChemistryOxidative Organic Chemistry Reactions