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

A PeteráJohnson, WA Richard

Index: Johnson, A. Peter; Luke, Richard W. A.; Boa, Andrew N. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 9 p. 895 - 905

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Abstract

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– ...