Source:http://linkedlifedata.com/resource/pubmed/id/17629340
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
16
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| pubmed:dateCreated |
2007-7-27
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| pubmed:abstractText |
The Horner-Wadsworth-Emmons condensation of some alpha-phosphono lactones has been examined for conditions that impact product stereochemistry. The temperature employed to quench the reaction was found to be a major factor. For example, after the diethyl phosphonate derivative of gamma-butyrolactone was treated with potassium hexamethyldisilazane, 18-crown-6, and propionaldehyde at -78 degrees C in THF, an aliquot transferred to a flask at approximately 30 degrees C gave almost exclusively the Z-olefin product, while one allowed to warm to room temperature over several hours greatly favored the E-olefin.
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| pubmed:language |
eng
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| pubmed:journal | |
| pubmed:status |
PubMed-not-MEDLINE
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| pubmed:month |
Aug
|
| pubmed:issn |
0022-3263
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| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:day |
3
|
| pubmed:volume |
72
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| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
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| pubmed:pagination |
6263-5
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| pubmed:year |
2007
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| pubmed:articleTitle |
Temperature effects on stereocontrol in the Horner-Wadsworth-Emmons condensation of alpha-phosphono lactones.
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| pubmed:affiliation |
Department of Chemistry, University of Iowa, Iowa City, IA 52242-1294, USA.
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| pubmed:publicationType |
Journal Article
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