124852-83-1

Upstream product

• 132910-67-9 methyl N-allyl-2-pyrrolidinecarboxylate 
• 609-36-9 rac-Pro-OH 
• 124890-12-6 N-allyl-2-pyrrolidinecarboxaldoxime 
• 124852-82-0 1,1a,3,3a-tetrahydropyrrolizidino<3,2-c>isoxazole 
• 98-88-4 benzoyl chloride 

Relevant academic research and scientific papers

Thermally Induced Intramolecular Oxime Olefin Cycloadditions (IOOC) Leading to N-Bridgehead Systems. Stereochemistry and Molecular Mechanics Calculations

The intramolecular oxime olefin cycloaddition (IOOC) of proline and pipecolinic acid derivatives proceeds thermally with a high degree of stereoselectivity to provide a new route to functionalized pyrrolizidines, indolizidines, or quinolizidines.The ring closure proceeds with simultaneous stereoselective introduction of three or four stereocenters.Molecular mechanics calculations have been refined to accurately predict not only which stereoisomer is preferred but also the syn and anti coupling constants in these tricyclic molecules.

A ROUTE TO PYRROLIZIDINES, INDOLIZIDINES AND QUINOLIZIDINES VIA INTRAMOLECULAR OXIME OLEFIN CYCLOADDITIONS

A route to functionalized pyrrolizidines, indolizidines or quinolizidines is described.The reaction involves thermal cycloaddition of pyrrolidines or piperidines, possessing properly positioned aldoxime and alkene functions, and proceeds with stereospecif