'The racemization of (+)-2,3-divinyloxirane is facile at lMa, log (k,/s-l) = (11.3 + 0.5) -(30.1 +_ 0.4)/0 where 0 = 2.303RT in kcal mol-'. A slower but competitive rearrangement yields racemic 2-vinyl-2,3-dihydrofuran. The mechanisms of these reactions are discussed in terms of electrocyclic processes.-- Can. J. Chem. 51, 3718 (1973)
VESNA VUKOV and ROBERT J. CRAWFORD. Can. J. Chem. 53, 1367 (1975.The formation of vinyldihydrofuran (6) and dihydrooxepine (5) is sensitive to deuterium substitution at the terminal methylene of 2,3-divinyloxirane. Intra-and intermolecular isotope effects have been examined and suggest that 5 is produced on a competitive basis with 6 from a common intermediate.VESNA VUKOV et ROBERT J. CRAWFORD. Can. J. Chem. 53,1367 (1975.La formation du vinyldihydrofurane (6) et de la dihydrooxkpine (5) est sensible a l'introduction de deuterium dans le mkthylene terminal du vinyl-2,3-oxirane. On a determink les effets isotopiques intra-et intermolkulaires et ceux-ci suggerent que 5 est produit en competition avec 6 ii partir d'un intermediaire commun.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.