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

被引:53
作者
Dondas, HA
Fishwick, CWG
Grigg, R [1 ]
Kilner, C
机构
[1] Univ Leeds, Dept Chem, MIDAS, Leeds LS2 9JT, W Yorkshire, England
[2] Mersin Univ, Fac Pharm, Dept Chem, Mersin, Turkey
关键词
uracil polyoxin C; Nikkomycin; azomethine ylide; 1,3-dipolar cycloaddition; chitin synthetase inhibitors; decarboxylative cycloaddition; semi-empirical; calculations;
D O I
10.1016/j.tet.2004.02.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3473 / 3485
页数:13
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