Reactions of 1-acylamino-1-(trimethylsiloxy)alkanes: Versatile precursors to acylimines

被引:19
作者
Johnson, AP
Luke, RWA
Boa, AN
机构
[1] School of Chemistry, University of Leeds
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 09期
关键词
D O I
10.1039/p19960000895
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Acylamino-1-(trimethylsiloxy)alkanes react with carbon and heteroatom nucleophiles to give the corresponding 1-substituted-1-acylaminoalkanes. The 1-acylamino-1-(trimethylsiloxy)alkanes can also give rise to enamides, and by this route the mild antibiotic tuberin, and the isomeric (Z)-tuberin have been prepared. A further example of their reactions is illustrated with the acid-catalysed intramolecular cyclisation onto a carbon-carbon double bond, These transformations show that 1-acylamino-1-(trimethylsiloxy)alkanes are versatile precursors to synthetically useful acylimines.
引用
收藏
页码:895 / 905
页数:11
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