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Total synthesis of Patulolide:
Reference: Ronsheim, M. D.; Zercher, C. K.. J. Org. Chem. 2003, 68, 1878. DOI
Keywords: KetoEster dianion+Alkyl-X • Alkyl-X+Enolate • RCM → Lactone • Lactone-9+ • Cu-Allyl+Epoxide • Epoxide+Cu-R • Dehydrohalogenation → Enone • Hydrogenation alkene • Carbene insertion • O-H → O-C(O)R •
Reagents: Epoxide • CuI • NaH • BuLi(n) • Allyl-Br • Grubbs I • H2, Pd • DBU • DBU • Allyl-MgX • Ketene dimer • CH2I2, ZnEt2 • I2

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