Source:http://linkedlifedata.com/resource/pubmed/id/17929975
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
23
|
| pubmed:dateCreated |
2007-11-2
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| pubmed:abstractText |
A two-step strategy for conversion of beta-lactones to gamma-lactones and 3(2H)-furanones was developed involving initial acyl C-O cleavage leading to delta-hydroxy-alpha-diazo-beta-ketoesters and beta-ketophosphonates. Subsequent tandem Wolff rearrangement/lactonization of these alpha-diazo intermediates provided cis-fused gamma-lactones efficiently under photolytic or thermolytic conditions. In addition, cis-fused 3(2H)-furanones were obtained by rhodium(II)-catalyzed O-H insertion reactions of the delta-hydroxy-alpha-diazo intermediates.
|
| pubmed:language |
eng
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| pubmed:journal | |
| pubmed:status |
PubMed-not-MEDLINE
|
| pubmed:month |
Nov
|
| pubmed:issn |
0022-3263
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| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:day |
9
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| pubmed:volume |
72
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| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
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| pubmed:pagination |
8939-42
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| pubmed:year |
2007
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| pubmed:articleTitle |
Transformation of fused bicyclic and tricyclic beta-lactones to fused gamma-lactones and 3(2H)-furanones via ring expansions and O-H insertions.
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| pubmed:affiliation |
Department of Chemistry, Texas A&M University, College Station, TX 77842-3012, USA.
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| pubmed:publicationType |
Journal Article
|