91407-82-8Relevant academic research and scientific papers
SYNTHESIS, STRUCTURES, AND REACTIVITY OF CYCLOPROPANES AND CYCLOPROPENES. XVIII. 3-METHYL-3-CYANOCYCLOPROPENE IN THE DIELS-ALDER REACTION
Latypova, M. M.,Plemenkov, V. V.,Kalinina, V. N.,Bolesov, I. G.
, p. 489 - 495 (2007/10/02)
3-Methyl-3-cyanocyclopropene was synthesized, and the products from the diene synthesis reaction of this dienophile with cyclopentadiene, cyclohexadiene, diphenylfulvene, phencyclone, tetrachloro-o-benzoquinone, furan, and 1,3-diphenylisobenzofuranone were obtained.In all cases the reactions are stereospecific and lead to the formation of the compounds with the endo or exo configuration and the syn arrangement of the nitrile group.The obtained stereochemical results are explained by means of the theory of the perturbation of frontier molecular orbitals.
