Total synthesis of Artemisinin (Cook):
| Reference: | Zhu, C.; Cook, S. P. J. Am. Chem. Soc. 2012, 134, 13577-13579. DOI |
| Reactions: | Wacker oxidation • Alkene → Ketone • Shapiro reaction • Hydrazone+Li-R • ConjAdd-Alkylation • Enone+Cu-R • Cu-Alkyl+Enone • ConjAdd Cu-Me • Allyl-X+Enolate (asym) • Mg-R → Cu-R • ConjAdd EnolSilane • Ketone → Hydrazone • Lactone-6 • Li-Vinyl+CarboxAmide • CarboxAmide+Li-R • |
| Reagents: | Cu(OTf)2 • Chiral catalyst (phosphine) • Allyl-Br • Hydrazine, tosyl • BuLi(n) • DMF (react) • Ketene acetal • AlEt2-Cl • PdCl2 • H2O2 • H2O2, Mo • TsOH • O2 (singlet) • |