Source:http://linkedlifedata.com/resource/pubmed/id/15153006
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
2004-5-21
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pubmed:abstractText |
2-Azabicyclo[2.2.2]oct-5-enes bearing an endo alkenyl substituent were synthesized by Diels-Alder addition of methyl vinyl ketone to a 1,6-dihydropyridine derived from methyl nicotinate. Although 1,5-dienes with this skeleton were unreactive under thermal conditions, they were photochemically reactive. Irradiation of these dienes through a Corex filter resulted in intramolecular [2 + 2] cycloaddition to give "parallel" and "crossed" photoadducts along with small amounts of a hexahydroisoquinoline. The latter is thought to represent leakage of a diradical intermediate responsible for the parallel photoadduct. The new 2-azatetracyclo[4.4.0.0.(4,9)0(7,10)]decane and 3-azatetracyclo[6.1.1.0.(2,7)0(5,9)]decane structures formed in the photochemical reactions are thermally stable.
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pubmed:grant | |
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 |
May
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
28
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pubmed:volume |
69
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3758-64
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading | |
pubmed:year |
2004
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pubmed:articleTitle |
Intramolecular Photocycloaddition of Unsaturated Isoquinuclidines. Synthesis of 2-Azatetracyclo[4.0.0.(4,9)0(7,10)]decanes and 3-Azatetracyclo[6.1.1.0.(2,7)0(5,9)]decanes.
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pubmed:affiliation |
Department of Chemistry, Oregon State University, Corvallis, Oregon 97331-4003, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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