Linked Life Data

18494523

Source:http://linkedlifedata.com/resource/pubmed/id/18494523

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
12
pubmed:dateCreated
2008-6-16
pubmed:abstractText
Photochemical reactions taking place between 1,2-diketones and silyl ketene acetals and their excited state reaction mechanisms have been explored. Irradiation of benzene, acetone, or acetonitrile solutions containing 1,2-diketones and silyl ketene acetals is observed to promote formation of 1,4-dioxenes, resulting from [4 + 2]-cycloaddition, oxetanes, arising by Paterno-Buchi processes, and beta-hydroxy-gamma-ketoesters, generated by SET-promoted Claisen-type condensation. These competitive pathways leading from the excited states of the 1,2-diketones to these products are influenced by solvent polarity and the nature of the silyl ketene acetal and 1,2-diketone. The Claisen-type condensation process, following an SET desilylation pathway and predominating when the photoreactions are carried out in the polar solvent acetonitrile, represents an efficient method to prepare a variety of diversely substituted beta-hydoxy-gamma-ketoesters.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Jun
pubmed:issn
0022-3263
pubmed:author
pubmed:issnType
Print
pubmed:day
20
pubmed:volume
73
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4539-47
pubmed:year
2008
pubmed:articleTitle
Photoaddition reactions of 1,2-diketones with silyl ketene acetals. formation of beta-hydroxy-gamma-ketoesters.
pubmed:affiliation
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan, Korea.
pubmed:publicationType
Journal Article