Total Syntheses

Reaction scheme for total synthesis of the natural product Dysidavarone A
Total synthesis of Dysidavarone A:
Reference:Schmalzbauer, B.; Herrmann, J.; Muller, R.; Menche, D. Org. Lett. 2013, 15, 964-967. DOI
Reactions:Aryl-H → Aryl-Br • Benzylic oxidation → Benzyl-Br • Wohl-Ziegler bromination • Birch alkylation • Pd-enolate arylation • Cyclohexanone • Bicyclo(331) • Wittig-methyl • Phenol → Quinone • Quinone synthesis • Alkene isomerization • O-H → O-Alkyl (phenol) • O-H → O-Alkyl (phenol) • Ketal → Ketone • O-But → O-H • Ketone enolate+Alkyl-X • Benzyl-X+Enolate •
Reagents:Sulfate, diethyl • NBS • TfOH • NBS • AIBN • Pd(OAc)2 • Li°/NH3 • HCl, H2O • HCl, H2O • O2 • Salcomine • PPh3=CH2 • KOtBu • Salcomine •