Total Syntheses

Reaction scheme for total synthesis of the natural product Litsenolide-C1
Total synthesis of Litsenolide-C1:
Reference:Wollenberg, R. H. Tetrahedron Lett. 1980, 21, 3139. DOI
Reactions:Selenide → Selenoxide • Selenoxide 2,3-Sigmatropic • Lactone-α-Halo → Lactone-α-SR • Aldol-Li → Aldol • Lactone enolate+Aldehyde • Sulfoxide-Ei → EneLactone • O-H → O-SO2Me • Allyl-X → Allyl-SeR • Sulfide → Sulfoxide •
Reagents:Me2S • Iodide, sodium • LiNiPr2 • Sulfonyl chloride, methane, NEt3 • Selenolate, phenyl • H2O2 • Perbenzoic acid, 3-chloro •