1,3-Dipolar cycloaddition of stabilised and non-stabilised azomethine ylides derived from uracil polyoxin C (UPoC): access to nikkomycin analogues


DÖNDAŞ H. A., Fishwick C., Grigg R., Kilner C.

TETRAHEDRON, vol.60, no.15, pp.3473-3485, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 60 Issue: 15
  • Publication Date: 2004
  • Doi Number: 10.1016/j.tet.2004.02.028
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3473-3485
  • Çukurova University Affiliated: No

Abstract

Cascade thermal and decarboxylative cycloaddition reactions of uracil polyoxin C (UPoC) with mono- and di-carbonyl compounds in the presence of a dipolarophile leads, via stabilised and non-stabilised azomethine ylides respectively, to a series of polyoxin cycloadducts related to Nikkomycin B in good to excellent yields and high diastereoselectivity. (C) 2004 Elsevier Ltd. All rights reserved.