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Total synthesis of Pleuromutilin (Part 1):
Reference: Fazakerley, N. J.; Helm, M. D.; Procter, D. J. Chem. Eur. J. 2013, 19, 6718–6723. DOI
Keywords: Cu-Alkyl+Enone • Enone+Cu-R • ConjAdd Cu-R • Seagusa oxidation • Cu-Vinyl+Enone • Enone+Cu-Vinyl • ConjAdd-Triflation • ConjAdd Cu-R • Pd-Carboxylation • EnolTriflate → EnoateEster • Alkyl-OH → Alkyl-OC(O)R • O-SiMe2tBu → O-H • Alkyl-OH → Aldehyde • Radical cyclization(Ketyl) • Aldol-Sm • O-H → O-SiMe2tBu • Alkyl-OH → Aldehyde • Si-Allyl+Aldehyde • Aldehyde+Si-R • CompRed-CarboxEster/CarboxEster+Al-H • Ozonolysis • ConjAdd-Triflation •
Reagents: Vinyl-MgX • CuCN • SiMe3-Cl • Pd(OAc)2 • O2 • CuI • Pd(OAc)2 • PPh3 • CO • BF3·OEt2 • TBAT • Piv-Cl • DMAP • HF·Py • Dess-Martin • SmI2 • SiMe2tBu-OTf • AlH4-Li+ • Dess-Martin • O3 • Cu(OAc)2 • Tf2N-2-Py-5-Cl •

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