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Total synthesis of Cyclosativene:
Reference: Baldwin, S. W.; Tomesch, J. C.Tetrahedron Lett. 1975, 1055. DOI
Keywords: Aldehyde → Alkyl-OH • Alkyl-OH → Alkyl-Br • O-Allyl → O-H • O-H → O-SO2R • EnolEther → EnolAcetate • Ketone → Alkyl-OH • O-H → O-SO2R • Diels-Alder, Yne • ConjAdd M-OR • Li-Alkynyl+Alkyl-X • Alkyl-X+Li-R • Cyclopropylcarbinyl cation • EnolEther → Ketone • Claisen acylation, formate • Ketone enolate+EnoateEster • ConjAdd Cu-R • Cu-Me+Enone-β-X • Enone-β-X+Cu-R • Alkyl-OH → Alkyl-H • Cyclopropane • Cationic cyclization •
Reagents: Carbonate, potassium • AlH4-Li+ • PPh3 • Alkynyl-Li • MeLi • Na°/NH3 • TsCl, Py • Formate, ethyl • NaOMe • Acetic anhydride • LiCuMe2 • AlH4-Li+ • Sulfonyl chloride, methane • CuH • CF3CH2OH(solvent) •

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