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Total synthesis of Seychellene:
Reference: Piers, E.; de Waal, W.; Britton, R. W. J. Am. Chem. Soc. 1971, 93, 5113–5120. DOI
Keywords: Ketone → Alkyl-OH • O-H → O-THP • O-C(O)R → O-H • Alkyl-OH → Ketone • O-THP → O-H • Alkyl-OH → Ketone • ConjAdd-Acylation • Ketone enolate+Acyl-X • Cu-Me+Enone • Epoxidation, peracid • Epoxide rearrangement • Wittig-methyl • Hydrogenation Alkene • Li-Me+Ketone • Ketone+Li-Alkyl • Dehydration → Ene • Hydroboration Alkene • Dehydration → Ene • Ketone enolate+Alkyl-X, Intram •
Reagents: Wieland-Miescher • BH4-Na+ • DHP • LiCuMe2 • Acetyl chloride • Perbenzoic acid, 3-chloro • PPh3=CH2 • PPh3 • Hydroxide, potassium • CrO3·Py2 (Collins) • MeLi • SOCl2 • BH3·THF • H2O2, NaOH • TsCl • TsOH • CrO3·Py2 (Collins) • NaH • MeLi • DMSO (solvent) • SOCl2

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