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Total synthesis of Lardolure:
Reference: Mazery, R. D.; Pullez, M.; Lopez, F.; Harutyunyan, S. R.; Minnaard, A. J.; Feringa, B. L. J. Am. Chem. Soc. 2005, 127, 9966. DOI
Keywords: CarboxEster(thio) → Aldehyde • Cu-Me+EnoateEster • ConjAdd(asym) Cu-R • Wittig-carboxymethyl → EnoateEster • Li-Sulfoxide+CarboxEster(thio) • CarboxEster(thio)+Li-R • Hydrogenolysis Acyl-SR • Hydrogenolysis Acyl-SR • Alkyl-S(O)R → Alkyl-H • CarboxEster(thio) → Aldehyde • Wittig-carboxymethyl → EnoateEster •
Reagents: MeMgBr • CuBr·SMe2 • HSiEt3, Pd • PPh3=CH-C(O)SEt • MeMgBr • CuBr·SMe2 • PPh3=CH-C(O)SEt • MeMgBr • CuBr·SMe2 • LiCH2-Sulfinyl • AlHiBu2 • ZnBr2 • RaNi • Formic acid • HSiEt3, Pd • Chiral catalyst •

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