The synthesis of angularly fused aromatic ring systems. The synthesis of 3-deoxyrabelomycin

Article abstract of DOI:10.1016/S0040-4039(00)79380-4

3-deoxyrabelomycin was synthesized from the electron-deficient naphthoquinone 21 in four steps in 17% overall yield. The angularly-fused ring system was made by the conjugate addition of 5-methylcyclohexane-1,3-dione to 21 followed by methylation and base-induced cyclization.