126441-79-0Relevant articles and documents
THE 1,3-DIPOLAR CYCLOADDITION OF CYCLIC NITRONES WITH 1,2-DISUBSTITUTED ALKENES
Ali, Sk. Asrof,Khan, Javaid H.,Wazeer, Mohammed I. M.,Perzanowski, Herman P.
, p. 5979 - 5986 (1989)
A comparative study of the stereochemical behaviour of the 1,3-dipolar cycloaddition of a series of 1,2-disubstituted alkenes with 1-pyrroline 1-oxide (1) and 2,3,4,5-tetrahydropyridine 1-oxide (2) has been carried out.Both the nitrones exhibit very similar stereochemical properties.Rate constants for the cycloaddition of these nitrones to several disubstituted alkenes have been determined at 36 C by 1H n.m.r. spectroscopy.It is found that the nitrone 1 reacts slower than 2 due to the presence of bond eclipsing strain in the transition state involving 1.