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Total synthesis of Cycloepoxydon:
Reference: Li, C.; Pace, E. A.; Liang, M.-C.; Lobkovsky, E.; Gilmore, T. D. Porco, J. A. J. Am Chem. Soc. 2001, 123, 11308. DOI
Keywords: Enone → Ketal • Pd/Sn-Vinyl+Vinyl-X • Stille coupling • Enone → Allyl-OH • Ketal → Enone • Enone epoxidation, nucleophilic(asym) • Quinone synthesis • Epoxidation, peracid • Henbest • O-SiPh2tBu → O-H • Epoxide → Diol • Ether-6 •
Reagents: Iodosobenzene-OAc • Hydroperoxide, trityl • DEET • Vinyl-SnR3 • Pd2(dba)3 • AlHiBu2 • Perbenzoic acid, 3-chloro • HF • Acetonitrile (solvent) • HF • Acetonitrile (solvent) •

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