113273-79-3Relevant academic research and scientific papers
Lithium Bromide/Triethylamine Induced Cycloaddition of N-Alkylidene 2-Amino Esters and Amides to Electron-Deficient Olefins with High Regio- and Stereoselectivity
Tsuge, Otohiko,Kanemasa, Shuji,Yoshioka, Manabu
, p. 1384 - 1391 (2007/10/02)
The imines of 2-amino esters and amides derived from glycine, alanine, and valine are deprotonated by the action of a lithium halide and triethylamine (or DBU).The resulting anionic intermediates undergo highly regio- and stereoselective cycloadditions with a variety of olefins activated by carbonyl-type substituents to produce stereochemically defined derivatives of proline esters or amides.The scope and limitations of this novel cycloaddition are discussed.
5-Endo-Trig Cyclisation and 1,3-Anionic Cycloaddition in Arylimine Derivatives of α-Amino Acid Esters
Grigg, Ronald,Kemp, James,Malone, John,Tangthongkum, Anant
, p. 648 - 650 (2007/10/02)
Michael adducts of imines of α-amino acid esters are converted into a mixture of two stereoisomeric pyrrolidines by benzyltrimethylammonium methoxide (BTAM) apparently by a 5-endo-trig cyclisation.
