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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
1994-4-21
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pubmed:abstractText |
Acyclic trans-2,3-unsaturated aldoheptonate derivatives (1-9) obtained from D-aldopentoses by Wittig chain-extension served as dienophiles for a detailed comparative study of their asymmetric Diels-Alder cycloaddition with cyclopentadiene. Cycloaddition under uncatalyzed thermal conditions gave mixtures of the four possible stereoisomeric norbornene adducts. The endo:exo ratios and the diastereofacial selectivities in the formation of the adducts were determined by NMR spectroscopy and by chemical transformations. The quantitative distribution of adducts as a function of stereochemistry of the dienophile is discussed.
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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 |
Dec
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pubmed:issn |
0008-6215
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
28
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pubmed:volume |
250
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
249-60
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:8131158-Carbohydrate Conformation,
pubmed-meshheading:8131158-Cyclopentanes,
pubmed-meshheading:8131158-Indicators and Reagents,
pubmed-meshheading:8131158-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8131158-Molecular Structure,
pubmed-meshheading:8131158-Optical Rotation,
pubmed-meshheading:8131158-Pentoses,
pubmed-meshheading:8131158-Stereoisomerism
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pubmed:year |
1993
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pubmed:articleTitle |
Stereocontrol in Diels-Alder cycloaddition to unsaturated sugars: reactivities of acyclic seven-carbon trans dienophiles derived from aldopentoses.
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pubmed:affiliation |
Department of Chemistry, Ohio State University, Columbus 43210.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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