Journal article icon

Journal article

N-acyl-5,5-dimethyloxazolidin-2-ones as latent aldehyde equivalents.

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

Actions


Access Document


Publisher copy:
10.1039/b301119d

Authors


Blachère, C More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Nicholson, RL More by this author
Expand authors...
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

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP