Asymmetric syntheses of (-)-mitorubrin and related azaphilone natural products.
Asymmetric syntheses of (-)-mitorubrin and related azaphilone natural products are reported. Key steps involve copper-mediated, enantioselective oxidative dearomatization to prepare the azaphilone core and olefin cross-metathesis for side-chain installation. [reaction: see text]
Zhu
Jianglong
J
Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, Boston, MA 02215, USA
Porco
John A
JA
D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis*; D015394:Molecular Structure; D010860:Pigments, Biological / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D001565:Benzoates; D001578:Benzopyrans; D001688:Biological Products; D010860:Pigments, Biological; C494154:azaphilone; C521221:mitorubrin