| 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 • Acetal -> Diol • CarboxAmide(Weinreb)+Li-Vinyl • Li/I -> Li-Vinyl • Amine-5 • Pictet-Spengler • Mechanism • EC-Vinyl-I/Weinreb amide+Li-R • Cu-Aryl+Allyl-OAc • Enone -> Enone-α-Halo • Mitsunobu -> Ester • Allyl-OH -> Allyl-OAc(2°) • Mitsunobu -> Amine • Allyl-OH -> Allyl-NR2(2°) • Stereoconvergent • |
| Reagents: | I2, Py • BH4-Na+, CeCl3 • Benzoic acid, p-nitro • Hydroxide, sodium • Weinreb acetamide • DIAD • Vinyl-Li • BuLi(n) • BH4-Na+, CeCl3 • Piv-Cl • Aryl-MgX • CuI • Na°/Naphth • CH2=NMe2+I- • DMF (solvent) • HCl, MeOH • PPh3, DEAD • |