X=Y-ZH systems as potential 1,3-dipoles .47. Tandem nucleophilic substitution-1,3 dipolar cycloaddition reactions of oximes with epoxides and dipolarophiles

Markandu J., DÖNDAŞ H. A., Frederickson M., Grigg R.

TETRAHEDRON, vol.53, no.38, pp.13165-13176, 1997 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 53 Issue: 38
  • Publication Date: 1997
  • Doi Number: 10.1016/s0040-4020(97)00838-7
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.13165-13176
  • Çukurova University Affiliated: No


Regiospecific nucleophilic substitution reactions involving attack of the nitrogen atom of oximes on epoxides are used to generate nitrones which are then trapped in 1,3-dipolar cycloaddition reactions. These tandem processes are shown to be flexible and to have wide synthetic scope for the construction of complex molecular frameworks. (C) 1997 Elsevier Science Ltd.