Reaction of alkyl-substituted 1,3-dioxolanes with acetonitrile

Authors
Kuznetsov, VV Kalyagina, ES Alekseeva, EA
Citation
Vv. Kuznetsov et al., Reaction of alkyl-substituted 1,3-dioxolanes with acetonitrile, RUSS J ORG, 36(3), 2000, pp. 422-425
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
36
Issue
3
Year of publication
2000
Pages
422 - 425
Database
ISI
SICI code
1070-4280(200003)36:3<422:ROA1WA>2.0.ZU;2-Q
Abstract
Cyclic acetals derived from pinacol and formaldehyde and acetaldehyde react with acetonitrile to give 2,4,4,5,5-pentamethyl-4,5-dihydrooxazole no such reaction occurs with analogous cyclic acetals derived from ethylene glycol and 1,2-propanediol. These data are consistent with the results of compute r simulation of the reaction mechanism in terms of SCF MO LCAO approximatio n (AM1 parametrization).