| pubmed-article:14640634 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0003392 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0443286 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0439810 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0205374 | lld:lifeskim |
| pubmed-article:14640634 | lifeskim:mentions | umls-concept:C0960665 | lld:lifeskim |
| pubmed-article:14640634 | pubmed:issue | 48 | lld:pubmed |
| pubmed-article:14640634 | pubmed:dateCreated | 2003-12-3 | lld:pubmed |
| pubmed-article:14640634 | pubmed:abstractText | The enantioselective total synthesis of the annonaceous acetogenin (-)-mucocin (1) was accomplished using a triply convergent 12-step sequence (longest linear sequence) in 13.6% overall yield. This represents the first application of the temporary silicon-tethered (TST) ring-closing metathesis (RCM) cross-coupling reaction and the enantioselective alkyne/aldehyde addition to the synthesis of a complex annonaceous acetogenin. Moreover, all three fragments required for the coupling reactions are conveniently prepared in 5-6 steps from two readily available enantiomerically enriched epoxides. Finally, this synthesis stimulated the development of a new approach for the construction of 3-hydroxy-2,6-disubstituted tetrahydropyrans, using the bismuth tribromide-mediated reductive etherification reaction, which represents a motif that is prevalent in a wide range of pharmacologically significant natural products. | lld:pubmed |
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| pubmed-article:14640634 | pubmed:language | eng | lld:pubmed |
| pubmed-article:14640634 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:14640634 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:14640634 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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| pubmed-article:14640634 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:14640634 | pubmed:month | Dec | lld:pubmed |
| pubmed-article:14640634 | pubmed:issn | 0002-7863 | lld:pubmed |
| pubmed-article:14640634 | pubmed:author | pubmed-author:CuiJianJ | lld:pubmed |
| pubmed-article:14640634 | pubmed:author | pubmed-author:EvansP... | lld:pubmed |
| pubmed-article:14640634 | pubmed:author | pubmed-author:GharpureSanto... | lld:pubmed |
| pubmed-article:14640634 | pubmed:author | pubmed-author:PolosukhinAle... | lld:pubmed |
| pubmed-article:14640634 | pubmed:author | pubmed-author:ZhangHai-RenH... | lld:pubmed |
| pubmed-article:14640634 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:14640634 | pubmed:day | 3 | lld:pubmed |
| pubmed-article:14640634 | pubmed:volume | 125 | lld:pubmed |
| pubmed-article:14640634 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:14640634 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:14640634 | pubmed:pagination | 14702-3 | lld:pubmed |
| pubmed-article:14640634 | pubmed:dateRevised | 2010-9-20 | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:meshHeading | pubmed-meshheading:14640634... | lld:pubmed |
| pubmed-article:14640634 | pubmed:year | 2003 | lld:pubmed |
| pubmed-article:14640634 | pubmed:articleTitle | Enantioselective total synthesis of the potent antitumor agent (-)-mucocin using a temporary silicon-tethered ring-closing metathesis cross-coupling reaction. | lld:pubmed |
| pubmed-article:14640634 | pubmed:affiliation | Department of Chemistry, Indiana University, Bloomington, IN 47405, USA. | lld:pubmed |
| pubmed-article:14640634 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:14640634 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
| pubmed-article:14640634 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
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