Bifurcated, modular syntheses of chiral annulet triazacyclononanes

被引:15
作者
Argouarch, G [1 ]
Stones, G [1 ]
Gibson, CL [1 ]
Kennedy, AR [1 ]
Sherrington, DC [1 ]
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
关键词
D O I
10.1039/b310492c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three chiral 2,6-disubstituted tri-N-methyl azamacrocycles have been prepared by modular methods. These macrocycles were accessed from three chiral 1,4,7-triazaheptanes intermediates that were prepared by two independent routes. The first of these routes involved the benzylamine opening of chiral tosyl aziridines followed by debenzylation but was problematic on solubility grounds. A second, more effective, route was developed which avoided debenzylation by using ammonia in the nucleophilic opening of chiral tosyl aziridines.
引用
收藏
页码:4408 / 4417
页数:10
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