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Total synthesis of Quadrone :
Reference: Takeda, K.; Shimono, Y.; Yoshii, E. J. Am. Chem. Soc. 1983, 105, 563. DOI
Keywords: Ketone → EnolSilane • O-Me → O-H • CarboxAcid → CarboxEster • Aldol-Na → Enone • Alkyne Hydration • Al-Allenyl/Propargyl+Ketone • Felkin-Anh • EnolSilane+Alkyl-X • Alkyl-X+Enolate • DeMayo cycloaddition • Photochemistry 2+2 • Cyclobutane • Jones oxidation • Alkyl-OH → CarboxAcid • Alkyl-OH → Ketone • Wagner-Meerwein • Mechanism •
Reagents: Photochemistry • LiNiPr2 • Cl-CH2-OR • Allenyl-AlR2 • Propargyl-Br • HgO • NaH • B(Br)3 • CrO3, H2SO4 (Jones) • Diazomethane • CH2I2, Zn/Cu • SiMe3-Cl • Acetone (solvent) • Formic acid • Hydroxide, sodium • CrO3Cl·PyH (PCC) •

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