image

Total synthesis of Stemoamide:
Reference: Torssell, S.; Wanngren, E. and Peter Somfai, P. J. Org. Chem. 2007, 72, 4246. DOI
Keywords: N-H -> N-Alkyl • Seyferth-Gilbert homologation • Aldehyde -> Alkyne • Haloboration Alkyne • Negishi coupling • Pd/Zn-Alkyl+Vinyl-X • RCM -> Ring-C • Bromolactonization • Lactone-5 • Dehydrohalogenation -> EneLactone • Lactone enolate+Alkyl-X • Hydrogenation EneLactone •
Reagents: Fluoride, Bu4N+ • DMSO, (COCl)2 • Diazophosphonate • Carbonate, potassium • BI-BBN • Acetic acid • Pd(PPh3)4 • Grubbs II • Hydroxide, lithium • Al2O3 • NEt3 • NiCl2 • BH4-Na+ • LiN(SiMe3)2

Syntheses Home