Total Syntheses

Reaction scheme for total synthesis of the natural product Ligularone
Total synthesis of Ligularone:
Reference:Jacobi, P. A.; Walker, D. G. J. Am. Chem. Soc. 1981, 103, 4611. DOI
Reactions:Baeyer-Villiger • Lactone-6 • Oxazole synthesis • Diels-Alder, Intram, Yne • Retro-Diels-Alder → Arene • Furan synthesis • Bicyclo(440) • Li-Alkynyl+Aldehyde • Li/H → Li-Alkynyl • Li-Isocyanide • Alkyl-OH → Aldehyde • Alkyl-OH → Aldehyde •
Reagents:LiCH2-NC • DMSO, (COCl)2 (Swern) • Alkynyl-Li • DMSO, (COCl)2 (Swern) • Perbenzoic acid, 3-chloro •