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Total synthesis of Dragmacidin F New:
Reference: Garg, N. K.; Caspi, D. D.; Stoltz, B. M. J. Am. Chem. Soc. 2004, 126, 9552–9553. DOI
Keywords: Alkyl-OH -> Ketone • O-H -> OR • Li/Br -> Li-Aryl • Alkyl-OH -> Ketone • Ketone -> Oxime • O-H -> OSO2R • Neber rearrangement • Ketone -> Ketone-α-NR2 • O-Me -> O-H • Pd-Heck coupling • Wittig-methyl • Allyl-OR -> Allyl-H • CarboxAcid -> CarboxAmide(Weinreb) • Li-Aryl+CarboxAmide(Weinreb) • Hydrogenation Alkene • Aryl-H -> Aryl-Br • Aryl-Br -> Aryl-BR2 • Pd/B-Aryl+Aryl-X • Suzuki coupling •
Reagents: Cr2O7·2PyH (PDC) • PPh3=CH2 • H2, Pd • NMe(OMe)-H • Carbodiimide • Pd(OAc)2 • DMSO (solvent) • H2, Pd • MeI • NBS • BuLi(n) • Pd(PPh3)4 • Carbonate, sodium • LiBF4 • Dess-Martin • NH2OH • TsCl • Bromide, Bu4N+ • Hydroxide, potassium • HCl • SiMe3-I • Hydroxide, sodium •

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