933469-70-6Relevant articles and documents
The diastereoselective synthesis of functionalised spirocyclic lactams and lactones using a Cope elimination/intramolecular nitrone cycloaddition strategy
Ellis, Gemma L.,O'Neil, Ian A.,Ramos, V. Elena,Kalindjian, S. Barret,Chorlton, Alan P.,Tapolczay, David J.
, p. 1687 - 1690 (2007)
Functionalised hydroxylamine derivatives of (S)-proline and pipecolic acid have been prepared using a Cope elimination. These hydroxylamines have been found to undergo oxidation to the nitrone either in the presence of air or a catalytic quantity of TPAP. An intramolecular 1,3-dipolar cycloaddition then occurs between the nitrone and pendant double bond to give tricyclic lactams and lactones with high diastereoselectivity.