title: The Willgerodt-Kindler reaction on lupenone: unusual oxidative dimerization.
abstract: In continuation of our interest in chemical modification of triterpenoids, the Willgerodt-Kindler reaction of a lupane type triterpenoid lupenone provided a novel dimerized product 2. Formation of 2 is associated with an unusual oxidative dimerization of lupenone under Willgerodt-Kindler reaction conditions. The structure 2 was confirmed by extensive analysis of spectroscopic data including ES-MS and 2D-NMR.
authors.affiliation: Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India. fbiabani@hotmail.com
authors.forename: Farooq
authors.initials: F
authors.lastname: Biabani
authors.forename: Sanjay K
authors.initials: SK
authors.lastname: Singh
authors.forename: S
authors.initials: S
authors.lastname: Kumar
authors.forename: Kanwal
authors.initials: K
authors.lastname: Raj
authors.forename: A
authors.initials: A
authors.lastname: Pathak
mesh_terms: D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D021241:Spectrometry, Mass, Electrospray Ionization; D014315:Triterpenes / Q000737:chemistry*; D000094042:Lupanes
chemical_list: D014315:Triterpenes; C470592:lupenone; D000094042:Lupanes