Source:http://linkedlifedata.com/resource/pubmed/id/17999536
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
26
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pubmed:dateCreated |
2007-12-14
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pubmed:abstractText |
The reaction of 2,3-disubstituted-1,1-cyclopropanediesters with nitrones under Lewis acid conditions produces tetrahydro-1,2-oxazines in which the cis/trans relationship of the cyclopropanes is not conserved. Reacting nitrones with 2,3-cis-disubstituted cyclopropanes lead to 5,6-trans-oxazines, and 2,3-trans-disubstituted cyclopropanes lead to 5,6-cis-oxazines. This observed stereochemical inversion provides evidence for a stepwise annulation mechanism in the preparation of tetrahydro-1,2-oxazines.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:status |
PubMed-not-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 |
21
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pubmed:volume |
72
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
10251-3
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pubmed:year |
2007
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pubmed:articleTitle |
Examination of homo-[3 + 2]-dipolar cycloaddition: mechanistic insight into regio- and diastereoselectivity.
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pubmed:affiliation |
Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada.
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pubmed:publicationType |
Journal Article
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