Total Syntheses

Reaction scheme for total synthesis of the natural product Ipsdienol (Mikami)
Total synthesis of Ipsdienol (Mikami):
Reference:Terada, M.; Mikami, K. Chem. Commun. 1995, 2391. DOI
Reactions:O-SiMe2tBu → O-H • O-H → O-SiMe2tBu • Prins (asym) • Wittig-isopropyl • CarboxEster → Alkyl-OH • Alkyl-OH → Aldehyde-α-OR •
Reagents:BuLi(n) • Fluoride, R4N+ • Chiral catalyst (diol) • SiMe2tBu-Cl • AlHiBu2 • DMSO, (COCl)2 (Swern) • TiBr2(OR)2 • Glyoxalate • Imidazole • Butadiene •