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

DOI: 10.1039/P19870002285

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2285 - 2296 (1987)

Update date:2022-08-05

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Authors:

Amornraksa, Kitti

Grigg, Ronald

Gunaratne, H. Q. Nimal

Kemp, James

Sridharan, Visuvanathar

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Article abstract of DOI:10.1039/P19870002285

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

Full text of DOI:10.1039/P19870002285

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