Source:http://linkedlifedata.com/resource/pubmed/id/19610638
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
16
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pubmed:dateCreated |
2010-6-21
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pubmed:abstractText |
A general and stereoselective methodology for the synthesis of bridged bicyclic octenones having various types of alkenyl chains and a tricyclic framework of secoatisanes and higher analogues is reported. In situ generation and cycloaddition of 2-allyl-6,6-spiroepoxycyclohexadienones with ethyl acrylate gave bicyclo[2.2.2]octanes having an allyl group at the bridgehead and other chemically distinguishable functionality in a regio- and stereoselective fashion. Selective manipulation of adducts led to the introduction of other olefinic chain of variable lengths at the carbon adjacent to the bridge head. Ring-closing metathesis in bicyclooctanes having olefin tethers provided an efficient route to tricyclic systems having bicyclo[2.2.2]octane framework having spiro-fused six-, seven-, and eight-membered rings.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Alkanes,
http://linkedlifedata.com/resource/pubmed/chemical/Alkenes,
http://linkedlifedata.com/resource/pubmed/chemical/Bicyclo Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/n-dodecane,
http://linkedlifedata.com/resource/pubmed/chemical/n-tetradecane
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1520-6904
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
21
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pubmed:volume |
74
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
6092-104
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pubmed:meshHeading | |
pubmed:year |
2009
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pubmed:articleTitle |
Diels-Alder cycloaddition and ring-closing metathesis: a versatile, stereoselective, and general route to embellished bridged bicyclic systems, carbocyclic framework of secoatisanes, and homologues.
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pubmed:affiliation |
Department of Chemistry, Indian Institute of Technology, Bombay, Mumbai 400 076, India. vks@chem.iitb.ac.in
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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