| Reference: | Kuethe, J. T.; Comins, D. L. J. Org. Chem., 2004, 69, 5219-5231 DOI |
| Keywords: | Luche reduction Ynone -> Propargyl-OH O-H -> O-Bn Enone -> Enone-α-SeR Luche reduction Ketone -> Alkyl-OH CarboxEster -> CarboxAcid CarboxAcid -> CarboxCl N-C(O)OR -> N-H N-SO2R -> N-H O-Bn -> O-H CarboxAmide(Weinreb)+Li-R Li-Alkynyl+CarboxAmide(Weinreb) Li/H -> Li-Alkynyl Ketene acetal+Enone Enone-β-Amino+Enolsilane ConjAdd Ketene acetal Reductive elimination - Se/OR Zn-Vinyl-OR+Pyridinium Pyridinium+M-R Hydrogenation Alkyne CarboxEster -> CarboxAmide(Weinreb) Amine+Alkyl-X N-H -> N-Alkyl Lactone-14 Si-Vinyl -> H-Vinyl CarboxAcid -> CarboxAmide Li/H -> Li-Vinyl-OR Li-Vinyl -> Zn-Vinyl Chiral auxiliary |
| Reagents: | Alkynyl-Li BH4-Na+, CeCl3 NaH BnOC(=NH)CCl3 H2, Pt Acetic acid, trifluoro LiN(SiMe3)2 SePh-Cl CH2=C(OR)(OSiR'3) BF3·OEt2 BH4-Na+, CeCl3 S=C(Im)2 DMAP HSnBu3 Hydroxide, potassium Oxalyl chloride Hydroxide, potassium MeSO2Cl, NEt3 Carbonate, potassium Na°/NH3 MeSO2Cl NMe(OMe)-AlMe2 TfOH LiNiPr2 ZnCl2 |