| Reference: | MacMillan, D. W. C.; Overman, L. E. J. Am. Chem. Soc. 1995, 117, 10391. DOI |
| Keywords: | Enone -> Vinyl-OTf • O-H -> O-Methoxypropyl • CarboxEster -> Alkyl-OH • Alkyl-OH -> Aldehyde-α-OR • O-H -> O-Piv • O-H -> O-SiMe2tBu • CarboxEster -> Alkyl-OH • Alkyl-OH -> Aldehyde • O-H -> O-C(O)R • O-SiMe2tBu -> O-H • Si-Alkynyl -> H-Alkynyl • Li-Alkynyl+Epoxide • Epoxide+Li-R • Li/H -> Li-Alkynyl • Wittig-methoxymethyl • Reductive formylation • Li/I -> Li-Vinyl • Nozaki-Hiyama coupling • Cr-Vinyl+Aldehyde • Aldehyde+Cr-R • Sharpless epoxidation • Decarbonylation • Sn-Vinyl -> Vinyl-I • Pd-Stannylation • Epoxide reduction • Haloboration Alkyne • Alkyne -> Vinyl-I • Photochemistry • Decarbonylation • Felkin-Anh • Prins-Pinacol • Ether-5 • Mechanism • |
| Reagents: | BI-BBN • Acetic acid • LiNiPr2 • SnMe3-SnMe3 • NIS • BuLi(tert) • Epoxide • Alkynyl-Li • BF3·OEt2 • Propenyl-OR} • AlHiBu2 • RuO4-Pr4N+, NMO • AlH2(OR)2-Na+ • Piv-Cl • SiMe2tBu-OTf • AlHiBu2 • RuO4-Pr4N+, NMO • PPh3=CH-OMe • TfOH • NiCl2 • CrCl2 • DMSO (solvent) • Acetic anhydride, Py • Fluoride, Bu4N+ • Tf2NPh • Photochemistry • Pd(PPh3)4 • BF3·OEt2 • |