rdf:type |
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lifeskim:mentions |
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pubmed:issue |
19
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pubmed:dateCreated |
2005-9-8
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pubmed:abstractText |
[reaction: see text] A highly stereoselective synthesis of (-)-erythrodiene starting from 4-isopropylcyclohexanone is described. The key reactions are an asymmetric methoxycarbonylation of the starting ketone and a highly diastereoselective radical cascade involving addition of a phenylthiyl radical to a terminal alkyne followed by a 1,5-hydrogen transfer and a 5-exo-cyclization.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Chlorobenzenes,
http://linkedlifedata.com/resource/pubmed/chemical/Cyclohexanes,
http://linkedlifedata.com/resource/pubmed/chemical/Hydrogen,
http://linkedlifedata.com/resource/pubmed/chemical/Ketones,
http://linkedlifedata.com/resource/pubmed/chemical/Phenols,
http://linkedlifedata.com/resource/pubmed/chemical/Solvents,
http://linkedlifedata.com/resource/pubmed/chemical/Spiro Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Sulfhydryl Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/chlorobenzene,
http://linkedlifedata.com/resource/pubmed/chemical/erythrodiene,
http://linkedlifedata.com/resource/pubmed/chemical/thiophenol
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
1523-7060
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
7
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4103-6
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:16146362-Chlorobenzenes,
pubmed-meshheading:16146362-Cyclization,
pubmed-meshheading:16146362-Cyclohexanes,
pubmed-meshheading:16146362-Hydrogen,
pubmed-meshheading:16146362-Ketones,
pubmed-meshheading:16146362-Molecular Structure,
pubmed-meshheading:16146362-Phenols,
pubmed-meshheading:16146362-Solvents,
pubmed-meshheading:16146362-Spiro Compounds,
pubmed-meshheading:16146362-Stereoisomerism,
pubmed-meshheading:16146362-Sulfhydryl Compounds,
pubmed-meshheading:16146362-Temperature
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pubmed:year |
2005
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pubmed:articleTitle |
Highly diastereoselective formation of spirocyclic compounds via 1,5-hydrogen transfer: a total synthesis of (-)-erythrodiene.
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pubmed:affiliation |
Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, 3012 Bern, Switzerland.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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