- Oxovanadium(V)-Catalyzed Direct Amination of Allyl Alcohols
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Direct amination of allyl alcohols is regarded as one of reliable methods to synthesize allyl amines in one step because water is only by-product. Oxovanadium(V) compound with triphenyl siloxide ligands was demonstrated to serve as an efficient catalyst in the direct amination of allyl alcohols. The catalytic direct amination reaction could be performed with both aromatic and aliphatic amines. This catalytic system induced selective direct amination in the case of the unsymmetrically substituted allyl alcohols. Furthermore, gram-scale direct amination reaction was successfully achieved.
- Sakuramoto, Takashi,Hirao, Toshikazu,Tobisu, Mamoru,Moriuchi, Toshiyuki
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- Synthesis and application of ligands for the asymmetric addition of organolithium reagents to imines
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Amino acid derived ligands 4d,e are prepared from (S)-valine and (S)-proline respectively, and can be used as chiral ligands during the asymmetric addition of organolithium reagents to N-arylimines. Ligand 4e, which is prepared by two independent routes, is found to induce addition of organolithium reagents to the si-face of the imines, whilst ligand 4d in common with the previously reported catalysts 4a-c induces addition to the re-face of the imines.
- Jones, Catrin A.,Jones, Iwan G.,Mulla, Mushtaq,North, Michael,Sartori, Lucia
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p. 2891 - 2896
(2007/10/03)
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- Studies in 1-Aza-1,3-butadienes: Grignard Reaction of Phenylmagnesium Bromide with Open-Chain Conjugated Azomethines
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The reaction of phenylmagnesium bromide (II) with open-chain conjugated azomethines (I) bearing electron withdrawing or electron-donating groups on the amine moiety gives N,N-diaryl-2,3,3-triphenylpropylamines (III) and N-aryl-α-styrylbenzylamines (IV).Products of the type III are formed by 1,4-addition whereas those of the type IV by normal 1,2-addition of the Grignard reagent to the azomethine bond.Generally, azomethines bearing electron-donating substituents on the amine moiety undergo 1,2-addition reaction in addition to 1,4-addition, whereas those with electron-withdrawing substituents preferentially undergo 1,4-addition.
- Krishan, Kewal,Kumari, Savita,Singh, Baldev
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p. 257 - 259
(2007/10/02)
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