X=Y-ZH systems as potential 1,3-dipoles. Part 50: Phenylselenyl halide induced formation of cyclic nitrones from alkenyl oximes

DÖNDAŞ H. A., Grigg R., Hadjisoteriou M., Markandu J., Thomas W., Kennewell P.

TETRAHEDRON, cilt.56, sa.51, ss.10087-10096, 2000 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 56 Sayı: 51
  • Basım Tarihi: 2000
  • Doi Numarası: 10.1016/s0040-4020(00)01012-7
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.10087-10096
  • Çukurova Üniversitesi Adresli: Hayır

Özet

Grimes possessing gamma-, delta or omega -alkenyl substituents are cyclised by phenylselenyl bromide, or by phenylselenyl chloride and an appropriate silver salt to the corresponding cyclic nitrones; the seleno nitrones undergo facially specific cycloaddition reactions with N-methylmaleimide; bis(alk-gamma,delta -enyl) ketones undergo regiospecific cyclisation and stereospecific intramolecular cycloaddition to furnish spirocyclic products. (C) 2000 Elsevier Science Ltd. All rights reserved.