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Total synthesis of Vetispirene:
Reference: Paquette, L. A.; Yan, T. H. Tetrahedron Lett. 1982, 23, 3227. DOI
Keywords: O-H → O-Me • McMurry coupling → Ene • 1,3-Sigmatropic • Cyclopentene • Simmons-Smith • Cyclopropane • Dehydroalkoxylation → Diene • Si-Allyl+Ketone • Ketone+Si-R • Sakurai allylation • Vinyl-H → Vinyl-Br • Li/Br → Li-Vinyl • Li-Vinyl+Aldehyde • Alkyl-OH → Aldehyde • Mg-Alkyl+Silane •
Reagents: CH2I2, ZnEt2 • MnO2 • BuLi(n) • TsOH • Br2 • MeMgI • BuLi(n) • Formaldehyde • HMPA (solvent) • TiCl3 • Fluoride, R4N+ • Acetone (react) • HMPA (solvent) • Vinyl-Br •

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