1004517-83-2Relevant academic research and scientific papers
Indium (Zinc)-copper-mediated barbier-type alkylation reaction of nitrones in water: Synthesis of amines and hydroxylamines
Yang, Yong-Sheng,Shen, Zhi-Liang,Loh, Teck-Peng
supporting information; experimental part, p. 1209 - 1212 (2009/08/07)
An efficient method for the Barbier-type alkylation reaction of various nitrones (including chiral version) and alkyl halides in water is described. The amines and hydroxylamines can be obtained in good yields, depending on the judicious choice of the metal complexes used.
Indium-silver- and zinc-silver-mediated barbier-grignard-type alkylation reactions of imines by using unactivated alkyl halides in aqueous media
Shen, Zhi-Liang,Cheong, Hao-Lun,Loh, Teck-Peng
experimental part, p. 1875 - 1880 (2009/04/06)
In the presence of In or Zn/AgI/InCl3, an efficient and practical method for the Barbier-Grignard-type alkylation reactions of simple imines by using a one-pot condensation of various aldehydes, amines (including the aliphatic and chiral version), and secondary alkyl iodides has been developed. The reaction proceeded more efficiently in water than in organic solvents. Without the use of CuI, it mainly gave the imine self-reductive coupling product, which was not the alkylated product. Good diastereoselectivities (up to 92:8 dr) were obtained when L-valine methyl ester was used as the substrate.
