Catalytic bimetalic [Pd(0)/Ag(I) Heck-1,3-dipolar cycloaddition cascade reactions accessing spiro-oxindoles. Concomitant in situ generation of azomethine ylides and dipolarophile


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Millington E. L. , DÖNDAŞ H. A. , Fishwick C. W. G. , Kilner C., Grigg R.

TETRAHEDRON, cilt.74, sa.27, ss.3564-3577, 2018 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 74 Konu: 27
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.tet.2018.05.017
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.3564-3577

Özet

Spiro-oxindoles, epi-Spirotryprostatin A and its analogues were prepared from a tactical combination of cascade catalytic bimetallic Pd (0)/Ag(I), intramolecular Heck and subsequent imine -> azomethine ylide -> 1,3-Dipolar cycloaddition reactions. The cascade features in situ generation of azomethine ylides and dipolarophiles and produces two new rings together with three stereocentres in good to excellent yields. (C) 2018 Elsevier Ltd. All rights reserved.