Total Syntheses

Reaction scheme for total synthesis of the natural product Acitretin
Total synthesis of Acitretin:
Reference:Andriamialisoa, Z.; Valla, A.; Cartier, D.; Labia, R. Helv. Chim. Acta 2002, 85, 2926. DOI
Reactions:Claisen acylation, formate • Enone enolate+CarboxEster • Formate+Ketone enolate • Stobbe condensation • Wittig-methyl → Diene • Decarboxylation malonic • Aldehyde → Acetal(Me) • Acetal → Enal • CarboxEster → CarboxAcid • Alkene isomerization •
Reagents:NaOMe • Formate, methyl • HOMe (react) • H2SO4 • KOtBu • PPh3=CH2 • Formic acid • Triton B • NEt3 • Hydroxide, sodium • Pyridine •