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Authors Weck, C. ; Obst, F. ; Nauha, E. ; Schofield, C. J. ; Gruber, T.
Title Synthesis of a bicyclic oxo-g-lactam from a simple caprolactam derivative
Date 04.08.2017
Number 54227
Abstract The synthesis of the 6-azabicyclo[3.2.1]octane ring system, via Dieckmann cyclization, is described. Ring closure involves reaction of a caprolactam enolate with a C-6 ester, the reactive axial conformation of which is promoted by the presence of an N-tert-butyloxycarbonyl group on the lactam nitrogen. The results will enable the synthesis of new bridged caprolactams for testing as antibacterials and nucleophilic enzyme inhibitors.
Publisher New Journal of Chemistry
Wikidata
Citation New Journal of Chemistry 41 (2017) 9984-9989
DOI https://doi.org/10.1039/C7NJ02348K
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