88967-46-8Relevant academic research and scientific papers
Stereospecific non-decarboxylative 1,3-dipolar cycloaddition as a potential route to proline derivatives, part III1
Aly, Moustafa F.,Abbas-Temirek, Hussien H.,Elboray, Elghareeb E.
experimental part, p. 237 - 263 (2010/08/19)
Boiling an equimolar mixture of salicylaldehyde 1a, DL-alanine 2a and dimethyl fumarate 3 in acidified methanol gives a mixture of three stereoisomers 4a-c. The effect of solvent and temperature on the diastereoselectivity is pronounced. Using fumaronitrile 13 as dipolarophile gives stereospecifically the fused tricyclic cycloadducts 16a-f. Boiling an equimolar mixture of salicylaldehyde 1a, DL-alanine 2a and dimethyl fumarate 3 in acidified methanol gives a mixture of three stereoisomers 4a-c. The effect of solvent and temperature on the diastereoselectivity is pronounced. Using fumaronitrile 13 as dipolarophile gives stereospecifically the fused tricyclic cycloadducts 16a-f.13.
X=Y-ZH Systems as Potential 1,3-Dipoles. Part 8. Pyrrolidines and Δ5-Pyrrolines (3,7-Diazabicyclooctenes) from the Reaction of Imines of α-Amino Acids and their Esters with Cyclic Dipolarophiles. Mechanism of Racemisation of α-Amino Acid
Amornraksa, Kitti,Grigg, Ronald,Gunaratne, H. Q. Nimal,Kemp, James,Sridharan, Visuvanathar
, p. 2285 - 2296 (2007/10/02)
Imines of α-amino acid esters with aromatic, heterocyclic, and aliphatic aldehydes generate azomethine ylides stereospecifically by a prototropic shift on heating in toluene.The azomethine ylides undergo cycloaddition to N-phenylmaleimide, maleic anhydrid
THE MECHANISM OF THE RACEMISATION OF α-AMINO ACIDS IN THE PRESENCE OF ALDEHYDES
Grigg, R.,Gunaratne, H.Q.N.
, p. 4457 - 4460 (2007/10/02)
Heating optically active α-amino acids in the presence of arylaldehydes effects racemisation via stereospecific formation of 1,3-dipolar species from the intermediate imines.These 1,3-dipoles can be trapped as their stetreospecific cycloadducts with N-phenylmaleimide.
