6533b858fe1ef96bd12b58b6

RESEARCH PRODUCT

Synthesis of highly functionalized 9,10-phenanthrenequinones by oxidative coupling using MoCl5.

Siegfried R. WaldvogelSimon Trosien

subject

Models MolecularMolybdenumNatural productMolecular StructureOxidative CouplingOrganic ChemistryBond formationMolybdenum pentachloridePhenanthrenesPhotochemistryBiochemistryCombinatorial chemistrychemistry.chemical_compoundchemistryChloridesMoleculeOxidative coupling of methaneBenzilPhysical and Theoretical Chemistry

description

The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.

10.1021/ol300948uhttps://pubmed.ncbi.nlm.nih.gov/22655861