Total synthesis of chlorocyclinone A, a PPAR-γ antagonist.
The first total synthesis of chlorocyclinone A (1) is regioselectively completed in 28 steps. The key steps are Pd-catalyzed methoxycarbonylation, unprecedented Hauser annulation, Krohn photo-oxidation, and regioselective gem-dichlorination.
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
Raju
R
Karmakar
Dipakranjan
D
Mal
D000880:Anthraquinones / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010084:Oxidation-Reduction; D047495:PPAR gamma / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000880:Anthraquinones; D047495:PPAR gamma; C580836:chlorocyclinone A; D010165:Palladium