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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
22
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pubmed:dateCreated |
2003-10-23
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pubmed:abstractText |
[reaction: see text]. A bis-(2,6-dichlorobenzyl) ether is shown to undergo efficient and highly stereoselective intramolecular iodoetherification to yield a cis-2,5-disubstituted tetrahydrofuran, thus providing a powerful illustration of a stereodirecting effect first noted by Rychnovsky and Bartlett. The tetrahydrofuran was transformed into a subunit suitable for incorporation into the shellfish toxin gymnodimine.
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pubmed:grant |
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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 |
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
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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 |
30
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pubmed:volume |
5
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4109-12
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:14572261-Crystallography, X-Ray,
pubmed-meshheading:14572261-Cyclization,
pubmed-meshheading:14572261-Furans,
pubmed-meshheading:14572261-Heterocyclic Compounds, 3-Ring,
pubmed-meshheading:14572261-Hydrocarbons, Cyclic,
pubmed-meshheading:14572261-Imines,
pubmed-meshheading:14572261-Iodine,
pubmed-meshheading:14572261-Molecular Conformation,
pubmed-meshheading:14572261-Molecular Structure,
pubmed-meshheading:14572261-Stereoisomerism
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pubmed:year |
2003
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pubmed:articleTitle |
Studies on the synthesis of gymnodimine. Stereocontrolled construction of the tetrahydrofuran subunit.
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pubmed:affiliation |
Department of Chemistry, Oregon State University, Corvallis, Oregon 97331-4003, USA. james.white@orst.edu
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, Non-U.S. Gov't
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