Total Syntheses

Reaction scheme for total synthesis of the natural product Glabrescol
Total synthesis of Glabrescol:
Reference:Xiong, Z.; Corey, E.J. J. Am. Chem. Soc., 2000, 122, 9328-9329 DOI
Reactions:Ba-Allyl+Alkyl-X • Epoxidation, dioxirane • Epoxide → Tetrahydrofuran • Ether-5 • Ether-5 • Ketal → Diol-1,2 • O-H → O-SO2Me • O-H → O-Alkyl •
Reagents:Ba° (Rieke) • Acetic acid • Oxone • Sulfonic acid, Camphor • Sulfonyl chloride, methane, Py • DMAP • Acetate, sodium • Acetic acid • Carbonate, potassium •