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

DÖNDAŞ, HACI; Fishwick, CWG; Grigg, R; Kilner, C

doi:10.1016/j.tet.2004.02.028

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

Copy For Citation

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

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

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.