- Abstract:
-
A study of the properties of N-hydrocinnamoyl- derivatives of 5,5-dimethyloxazolidin-2-one, 4,4-dimethyloxazolidin-2-one and oxazolidin-2-one upon hydride reduction with DIBAL-H demonstrates that the 5,5-dimethyl-group is essential for inhibition of endocyclic nucleophilic attack. For instance, treatment of N-hydrocinnamoyl-5,5-dimethyloxazolidin-2-one with DIBAL-H results in the selective formation of the stable N-1'-hydroxyalkyl derivative which may be regarded as a masked hydrocinnamaldehy...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1039/b301119d
-
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- Journal:
- Organic and biomolecular chemistry
- Volume:
- 1
- Issue:
- 11
- Pages:
- 2001-2010
- Publication date:
- 2003-06-05
- DOI:
- EISSN:
-
1477-0539
- ISSN:
-
1477-0520
- URN:
-
uuid:3cf0f884-8a59-42be-a560-45039a627a0d
- Source identifiers:
-
110535
- Local pid:
- pubs:110535
- Language:
- English
- Copyright date:
- 2003
Journal article
N-acyl-5,5-dimethyloxazolidin-2-ones as latent aldehyde equivalents.
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