Source:http://linkedlifedata.com/resource/pubmed/id/12467442
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
25
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pubmed:dateCreated |
2002-12-6
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pubmed:abstractText |
2-Alkylidenecycloalkanones are powerful synthons used as the key intermediates in many important syntheses. Because of their potential, a general method of preparation from readily available starting materials, under very mild conditions, was considered to be worthwhile. Cerium(III) chloride heptahydrate in combination with sodium iodide in refluxing acetonitrile promotes a regio- and stereoselective beta-elimination reaction to (E)-2-alkylidenecycloalkanones in 2-(1-hydroxyalkyl)cycloalkanones. The synthetic value of the present procedure is demonstrated by the synthesis of monoterpene (S)-(-)-pulegone (8) in its optically active form.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
13
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pubmed:volume |
67
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
9111-4
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:12467442-Alkanes,
pubmed-meshheading:12467442-Catalysis,
pubmed-meshheading:12467442-Chemistry, Organic,
pubmed-meshheading:12467442-Magnetic Resonance Spectroscopy,
pubmed-meshheading:12467442-Molecular Structure,
pubmed-meshheading:12467442-Monoterpenes,
pubmed-meshheading:12467442-Stereoisomerism
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pubmed:year |
2002
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pubmed:articleTitle |
An efficient procedure for the preparation of (E)-alpha-alkylidenecycloalkanones mediated by a CeCl(3) x 7H(2)O-NaI system. Novel methodology for the synthesis of (S)-(-)-pulegone.
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pubmed:affiliation |
Department of Chemical Sciences, University of Camerino, via S. Agostino 1, I-62032 Camerino (MC), Italy.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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