Linked Life Data

16268621

Source:http://linkedlifedata.com/resource/pubmed/id/16268621

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
23
pubmed:dateCreated
2005-11-4
pubmed:abstractText
[Reaction: see text]. A regioselective and efficient approach toward 6-amino-5-benzoyl-1-substituted 2(1H)-pyridinones by reaction of acyclic ketene aminals with propiolic acid ester was developed. The effect of the solvent and temperature on the regioselectivity of the reaction and the compatibility of the target compounds to functional group manipulations was examined. Substrates with an ortho substituent build atropisomers due to the restricted rotation around the C-N bond. The enantiomers were separated, and the barrier of rotation was determined experimentally. Quantum chemical calculations allowed a ranking of the barrier heights, and a new mechanism of rotation by deformation of the central pyridinone moiety is proposed.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Nov
pubmed:issn
0022-3263
pubmed:author
pubmed:issnType
Print
pubmed:day
11
pubmed:volume
70
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
9463-9
pubmed:meshHeading
pubmed:year
2005
pubmed:articleTitle
Efficient regioselective synthesis of 6-amino-5-benzoyl-1-substituted 2(1H)-pyridinones.
pubmed:affiliation
Bayer HealthCare AG, Pharma Research, D-42096 Wuppertal, Germany. hartmut.schirok@bayerhealthcare.com
pubmed:publicationType
Journal Article