Total Syntheses

Reaction scheme for total synthesis of the natural product Argentilactone
Total synthesis of Argentilactone:
Reference:Carretero, J. J.; Ghosez, L Tetrahedron Lett. 1988, 29, 2059. DOI
Reactions:Orthoester → CarboxEster • Wittig-alkyl → Ene-cis • Li-Sulfone+Epoxide • Dehydrosulfonylation → EneLactone • Diol-1,2 → Epoxide • Ketal → Diol-1,2 • O-H → O-SO2Ar • CompNu-O-H/O-H+RSO2X • Lactone-6 •
Reagents:PPh3=CH-Alkyl • HCl, MeOH • NaOMe • Epoxide • LiCHR-Sulfonyl • LiCHR-Sulfonyl • TsOH • NEt3 • TsCl, Py •