dc.identifier.uri |
http://dx.doi.org/10.15488/113 |
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dc.identifier.uri |
http://www.repo.uni-hannover.de/handle/123456789/131 |
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dc.contributor.author |
Al-Hamdan, Nouf S.
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dc.contributor.author |
Habib, Osama M.
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dc.contributor.author |
Ibrahim, Yehia A.
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dc.contributor.author |
Al-Awadi, Nouria A.
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dc.contributor.author |
El-Dusouqui, Osman M. E.
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dc.date.accessioned |
2015-11-19T12:59:59Z |
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dc.date.available |
2015-11-19T12:59:59Z |
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dc.date.issued |
2014-05-01 |
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dc.identifier.citation |
Al-Hamdan, Nouf S.; Habib, Osama M.; Ibrahim, Yehia A.; Al-Awadi, Nouria A.; El-Dusouqui, Osman M. E.: Pyrolysis of azetidinone derivatives: a versatile route towards electron-rich alkenes, C-1 allylation and/or homologation of aldehydes. In: RSC Advances 4 (2014), Nr. 40, S. 21023-21031.
DOI: http://dx.doi.org/10.1039/c4ra01024h |
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dc.description.abstract |
Pyrolysis of beta-lactams and beta-thiolactams led essentially to stereoselective synthesis of the high energy electron-rich Z-alkenes. Extension of this methodology to the pyrolysis of 3-allyloxy derivatives gave a simple direct route to the synthetically important 4-pentenal. These pyrolytic transformations convert aldehydes to aryloxyalkenes (a protected homologation) and 4-pentenal (a C-1 allylation and homologation). The starting 3-aryloxy and 3-allyloxy-beta-lactams were synthesized by the standard Staudinger ketene-imine [2 + 2] cycloaddition. The corresponding beta-thiolactams have readily been obtained in good yields by thiation of beta-lactams with Lawesson's reagent. |
eng |
dc.description.sponsorship |
University of Kuwait/SC 02/11 |
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dc.description.sponsorship |
GF-S/GS01/01, GS02/01, GS01/03, GS01/05 |
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dc.language.iso |
eng |
eng |
dc.publisher |
Cambridge : Royal Society of Chemistry |
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dc.relation.ispartofseries |
RSC Advances 4 (2014), Nr. 40 |
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dc.rights |
Es gilt deutsches Urheberrecht. Das Dokument darf zum eigenen Gebrauch kostenfrei genutzt, aber nicht im Internet bereitgestellt oder an Außenstehende weitergegeben werden. Dieser Beitrag ist aufgrund einer (DFG-geförderten) Allianz- bzw. Nationallizenz frei zugänglich. |
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dc.subject |
Ketene-Imine Cycloaddition |
eng |
dc.subject |
Flash Vacuum Thermolysis |
eng |
dc.subject |
Beta-Lactam Derivatives |
eng |
dc.subject |
4 Membered Rings |
eng |
dc.subject |
Thermal-Decomposition |
eng |
dc.subject |
Staudinger Reaction |
eng |
dc.subject |
Nitrogen Atom |
eng |
dc.subject |
Vinyl Ethers |
eng |
dc.subject |
Rcm Approach |
eng |
dc.subject |
Macrocrocyclic Bisazetidinones |
eng |
dc.subject.ddc |
540 | Chemie
|
ger |
dc.title |
Pyrolysis of azetidinone derivatives: a versatile route towards electron-rich alkenes, C-1 allylation and/or homologation of aldehydes |
eng |
dc.type |
Article |
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dc.type |
Text |
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dc.relation.issn |
2046-2069 |
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dc.relation.doi |
http://dx.doi.org/10.1039/c4ra01024h |
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dc.bibliographicCitation.issue |
40 |
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dc.bibliographicCitation.volume |
4 |
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dc.bibliographicCitation.firstPage |
21023 |
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dc.bibliographicCitation.lastPage |
21031 |
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dc.description.version |
publishedVersion |
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tib.accessRights |
frei zug�nglich |
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