Total Syntheses

Reaction scheme for total synthesis of the natural product Gyridinal
Total synthesis of Gyridinal:
Reference:Meinwald, J. Tetrahedron Lett. 1973, 281. DOI
Keywords:Allylic oxidation → Enal • CompOx-Alkene/Alkene+SeO2 • Li-Alkynyl+Aldehyde • Enal+Li-R • Li/H → Li-Alkynyl • CompE+-Aldehyde/CarboxEster+M-R • Alkyne → Ene-trans • CompRed-Alkyne/Alkene+H2 • Allyl-OH → Enal •
Reagents:SeO2 • Alkynyl-Li • Li°/NH3 • MnO2