Sequential 1,3-dipolar cycloaddition-Pictet-Spengler reactions. A versatile tactical combination

DÖNDAŞ H. A., Duraisingham J., Grigg R., MacLachlan W., MacPherson D., Thornton-Pett M., ...More

TETRAHEDRON, vol.56, no.24, pp.4063-4070, 2000 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 24
  • Publication Date: 2000
  • Doi Number: 10.1016/s0040-4020(00)00320-3
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.4063-4070
  • Keywords: metallo-azomethine ylides, Ag catalysis, cycloaddition, Pictet-Spengler reactions, ALPHA-AMINO-ACIDS, X=Y-ZH SYSTEMS, POTENTIAL 1,3-DIPOLES, AZOMETHINE YLIDES, CONDENSATION, IMINES
  • Çukurova University Affiliated: No

Abstract

The combination of thermal or Ag(I) catalysed imine-->azomethine ylide-->cycloaddition cascades with a subsequent Pictet-Spengler reaction allows the assembly of polyfunctional N-heterocycles, via formation of 4 bonds and 2 rings, in good yield. (C) 2000 Elsevier Science Ltd. All rights reserved.