| Reference: | Sha, C.-K.; Hong, A.-Wei.; Huang, C. M. Org. Lett. 2001, 3, 2177. DOI |
| Keywords: | Luche reduction • Enone -> Allyl-OH • Luche reduction • Enone -> Allyl-OH • N-SO2R -> N-H • Ketal -> Diol • Pictet-Spengler • Mechanism • Cu-Aryl+Allyl-X • Allyl-X+Cu-R • Enone -> Enone-α-Halo • Mitsunobu -> Ester • Allyl-OH -> Allyl-OAc • Stereoconvergent • CarboxAmide(Weinreb)+Li-R • Li-Vinyl+CarboxAmide • Li/I -> Li-Vinyl • Amine-5 • CompE+-Vinyl-I/Weinreb amide+Li-R • Mitsunobu -> Amine • Allyl-OH -> Allyl-NR2(2°) • |
| Reagents: | I2, Py • BH4-Na+, CeCl3 • Benzoic acid, p-nitro • Hydroxide, sodium • Weinreb acetamide • DIAD • BH4-Na+, CeCl3 • Piv-Cl • Aryl-MgX • CuI • Na°/Naphth • CH2=NMe2+I- • DMF (solvent) • HCl, MeOH • PPh3, DEAD • Vinyl-Li • BuLi(n) • |