The active site of the catalyst, the relevant stereoisomer of the imine substrate and the solution structure of the imine−catalyst complex are elucidated using kinetics, structural activity and NMR ex...The active site of the catalyst, the relevant stereoisomer of the imine substrate and the solution structure of the imine−catalyst complex are elucidated using kinetics, structural activity and NMR experiments. The deprotonation of the enol form of acetylacetone by the amine of the catalyst is found to occur easily, leading to an ion pair characterized by multiple H-bonds involving the thiourea unit as well.
Many of the types of reactions that are useful for the preparation of amino acids have been discussed previously in connection with separate syntheses of carboxylic acids and amino compounds. Examples...Many of the types of reactions that are useful for the preparation of amino acids have been discussed previously in connection with separate syntheses of carboxylic acids and amino compounds. Examples include the SN2 displacement of halogen from α-halo acids by ammonia, and the Strecker synthesis, which, in its first step, bears a close relationship to cyanohydrin formation