Authors
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Weck, C. ; Obst, F. ; Nauha, E. ; Schofield, C. J. ; Gruber, T.
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Title
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Synthesis of a bicyclic oxo-g-lactam from a simple caprolactam derivative
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Date
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04.08.2017
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Number
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54227
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Abstract
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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.
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Publisher
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New Journal of Chemistry
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Wikidata
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Citation
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New Journal of Chemistry 41 (2017) 9984-9989
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DOI
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https://doi.org/10.1039/C7NJ02348K
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Tags
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