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Total synthesis of Aromadendrene:
Reference: Büchi, G.; Hofheinz, W. Paukstelis, J. V. J. Am. Chem. Soc. 1966, 88, 4113–4114. DOI J. Am. Chem. Soc. 1969, 91, 6473.
Keywords: Aldehyde → Alkyl-OH • O-H → O-SO2R • Alkyl-X → Alkyl-H • O-H → O-SO2R • Alkene → Alkyl-Br • Enal enolate+Alkyl-X • Cyclopropane • Alkyl-X+Enolate • Wittig-methyl • Wittig-methyl • Diels-Alder, Enal • Alkene → Diol-1,2 • Pinacol • Mechanism •
Reagents: HBr • Acetic acid • KOtBu • PPh3=CH2 • KOtAm • AlH4-Li+ • Sulfonyl chloride, methane • AlH4-Li+ • OsO4 • TsCl, Py • KOtBu • PPh3=CH2

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