image

Total synthesis of FR-900848:
Keywords: O-SiPh2tBu -> O-H • Alkyl-OH -> CarboxAcid • O-SiPh2tBu -> O-H • Alkyl-OH -> Aldehyde • Vinyl-SO2R -> Vinyl-H • O-SiPh2tBu -> O-H • Alkyl-OH -> Aldehyde • CarboxEster -> CarboxAcid • CarboxAcid -> CarboxAmide • HWE -> DienoateEster • Barton decarboxylation • C-CO2H -> C-Br • Li/Sn -> Li-Cyclopropyl • Cu-Alkyl Oxidation • Peterson -> Enesulfide • O-H -> O-SiPh2tBu • Chiral catalyst • Simmons-Smith • Cyclopropane • Cu-Alkyl Oxidation •
Reagents: Fluoride, Bu4N+ • Periodate, sodium • Mercaptopyridine-N-oxide • Carbodiimide • DMAP • BrCCl3 • BuLi(tert) • O2 • Fluoride, Bu4N+ • RuO4-Pr4N+, NMO • BuLi(n) • Li°Naphth • Fluoride, Bu4N+ • RuO4-Pr4N+, NMO • P(O)(OR)2CH2-Vinyl • LiN(SiMe3)2 • Hydroxide, lithium • Carbodiimide • Vinyl-SnR3 • CH2I2, ZnEt2 • SiPh2tBu-Cl • BuLi(sec) • O2

Syntheses Home