The development of strategies for construction of the aziridine core of the antitumor agents azinomycins A and B

被引:21
作者
Coleman, RS [1 ]
Carpenter, AJ [1 ]
机构
[1] UNIV S CAROLINA,DEPT CHEM & BIOCHEM,COLUMBIA,SC 29208
关键词
D O I
10.1016/S0040-4020(97)01017-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the C6-C13 aziridino[1,2a]pyrrolidine core substructure of the antitumor agents azinomycins A (1a) and B (1b) is described. Key synthetic steps included Wadsworth-Horner-Emmons olefination for formation of the C7-C8 double bond, an E-selective electrophilic bromination of the C8 position, and a stereospecific intramolecular addition-elimination reaction sequence for formation of the N-C8 pyrrolidine bond. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:16313 / 16326
页数:14
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