X=Y-ZH system as potential 1,3-dipoles. Part 59: Cascade 1,3-azaprotio cyclotransfer-1,3-dipolar cycloaddition (1,3-APT-1,3-DC) reactions of benzobicyclo[3.3.1]non-5-en-9-one oxime

DÖNDAŞ H. A. , Fishwick C., Grigg R., Thornton-Pett M.

TETRAHEDRON, cilt.59, sa.50, ss.9997-10007, 2003 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 59 Konu: 50
  • Basım Tarihi: 2003
  • Doi Numarası: 10.1016/j.tet.2003.10.027
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.9997-10007


Preparation of some novel spiro-oxazolidines related to 3, which is known to posses anorectic and antidepressant activity, via 1,3-APT- 1,3-DC cascades of the oxime of benzobicyclo[3.3. 1]non-5-en-9-one 1 is described. Substrate I allows the influence of the two bridges on the cascade to be assessed with respect to the configuration of the nitrone that is generated and the facial selectivity of the subsequent cycloaddition. (C) 2003 Elsevier Ltd. All rights reserved.