Source:http://linkedlifedata.com/resource/pubmed/id/15471482
Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
21
|
pubmed:dateCreated |
2004-10-8
|
pubmed:abstractText |
Ruthenium-catalyzed ring rearrangement metathesis (RRM) reactions of stereochemically diverse, differentially protected 4-N-allylacetamidocyclopenten-3,5-diols, prepared by using pyridinium salt photochemistry, have been explored as part of a program to develop novel routes for the synthesis of polyhydroxylated indolizidines. The RRM reactions, which produce selectively protected 1-acetyl-2-allyl-3-hydroxy-1,2,3,6-tetrahydropyridines, were found to take in high yields and with high levels of regioselectivity. The significance of RRM reactions of 4-N-allylacetamidocyclopenten-3,5-diols in the context of polyhydroxylated indolizidine synthesis is demonstrated by an application to the concise preparation of the potent glycosidase inhibitor, (-)-swainsonine.
|
pubmed:grant | |
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Oct
|
pubmed:issn |
0022-3263
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:day |
15
|
pubmed:volume |
69
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
7284-93
|
pubmed:dateRevised |
2007-11-14
|
pubmed:meshHeading |
pubmed-meshheading:15471482-Catalysis,
pubmed-meshheading:15471482-Cyclization,
pubmed-meshheading:15471482-Heterocyclic Compounds,
pubmed-meshheading:15471482-Indolizines,
pubmed-meshheading:15471482-Models, Molecular,
pubmed-meshheading:15471482-Molecular Conformation,
pubmed-meshheading:15471482-Photochemistry,
pubmed-meshheading:15471482-Pyridinium Compounds,
pubmed-meshheading:15471482-Stereoisomerism
|
pubmed:year |
2004
|
pubmed:articleTitle |
Stereoselective synthesis of polyhydroxylated indolizidines based on pyridinium salt photochemistry and ring rearrangement metathesis.
|
pubmed:affiliation |
Department of Chemistry, University of New Mexico, Albuquerque, New Mexico 87131, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
|