Journal article
Synthesis of a bicyclic oxo-γ-lactam from a simple caprolactam derivative
- 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.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
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(Preview, Accepted manuscript, pdf, 883.3KB, Terms of use)
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- Publisher copy:
- 10.1039/C7NJ02348K
Authors
- Publisher:
- Royal Society of Chemistry
- Journal:
- New Journal of Chemistry More from this journal
- Volume:
- 41
- Issue:
- 18
- Pages:
- 9984-9989
- Publication date:
- 2017-08-04
- Acceptance date:
- 2017-07-27
- DOI:
- EISSN:
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1369-9261
- ISSN:
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1144-0546
- Pubs id:
-
pubs:730968
- UUID:
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uuid:09dc078e-06be-46c9-8f88-4cc320772414
- Local pid:
-
pubs:730968
- Source identifiers:
-
730968
- Deposit date:
-
2018-04-12
Terms of use
- Copyright holder:
- © Weck, et al
- Copyright date:
- 2017
- Notes:
- This is the author accepted manuscript following peer review version of the article. The final version is available online from Royal Society of Chemistry at: 10.1039/C7NJ02348K
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