REACTIONS OF 1-ACYLAMINO-1-(TRIMETHYLSILOXY)ALKANES - VERSATILE PRECURSORS TO ACYLIMINES

Citation
Ap. Johnson et al., REACTIONS OF 1-ACYLAMINO-1-(TRIMETHYLSILOXY)ALKANES - VERSATILE PRECURSORS TO ACYLIMINES, Journal of the Chemical Society. Perkin transactions. I, (9), 1996, pp. 895-905
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
9
Year of publication
1996
Pages
895 - 905
Database
ISI
SICI code
0300-922X(1996):9<895:RO1-VP>2.0.ZU;2-E
Abstract
1-Acylamino-1-(trimethylsiloxy)alkanes react with carbon and heteroato m nucleophiles to give the corresponding 1-substituted-1-acylaminoalka nes. The 1-acylamino-1-(trimethylsiloxy)alkanes can also give rise to enamides, and by this route the mild antibiotic tuberin, and the isome ric (Z)-tuberin have been prepared. A further example of their reactio ns is illustrated with the acid-catalysed intramolecular cyclisation o nto a carbon-carbon double bond, These transformations show that 1-acy lamino-1-(trimethylsiloxy)alkanes are versatile precursors to syntheti cally useful acylimines.