Highly selective intermolecular one-pot three component 1,3-dipolar cycloaddition reaction of aldehydes, with phosphonates and proline


Subasi N. T. , Yalcinkaya H., DEMİR A. G.

TETRAHEDRON, cilt.73, ss.4329-4334, 2017 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 73 Konu: 30
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.tet.2017.05.091
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.4329-4334

Özet

The use of L-proline to act as an organocatalyst in the aldol reaction of acylphosphonates and non enolizable aldehydes failed; however, it reacted with the aldehydes to afford azomethine ylides after decarboxylation that in turn underwent 1,3-dipolar cycloaddition with the acylphosphonates to form a bicyclic hexahydropyrrolo[1,2-c]oxazol-1-ylphosphonates in good yield. No azomethine ylide formation was observed on the reaction of acylphosphonates with proline. (C) 2017 Elsevier Ltd. All rights reserved.