Total Syntheses

Reaction scheme for total synthesis of the natural product Myodesmone
Total synthesis of Myodesmone:
Reference:Dieter, R. K.; Dieter, J. W. Chem. Commun. 1983, 1378DOI
Reactions:ConjAdd-Silylation • Cu-Me+Enone • Ketene acetal(thio) → CarboxAcid • Cu-Alkyl+CarboxEster(thio) • CarboxEster(thio)+Cu-R • CompE+-CarboxEster/Ketone+M-R • EnolSilane → Ketone enolate • Ketone enolate+CS2 • Li-Aryl+Ketone • Enone+Li-R • CarboxAcid(dithio) → Ketene acetal(thio) •
Reagents:Me-Cuprate • SiMe3-Cl • Me-Li • CS2 • LiN(SiMe3)2 • MeI • Furyl-Li • HBF4 • Alkyl-Cu • HMPA (solvent) •