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Total synthesis of Bigelovin:
Reference: Grieco, P. A.; Ohfune, Y.; Majetich, G. J. Org. Chem. 1979, 44, 3092. DOI
Keywords: Enone -> Allyl-OH • O-Bn -> O-H • O-H -> O-THP • Lactone-5 • O-THP -> O-H • Allyl-OH -> Enone • O-H -> O-C(O)R • CarboxAcid enolate+Epoxide • Aldol-Li -> Methylene lactone • Lactone enolate+Formaldehyde • Epoxidation, peracid • RC-Alkene/Alkene+Peracid • Henbest •
Reagents: AlH4-Li+ • Perbenzoic acid, 3-chloro • LiNiPr2 • Li°/NH3 • HCl • DHP • Formaldehyde • MeSO2Cl • Acetic acid • MnO2 • DMAP • CH2=C(OLi)2

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