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An efficient semisynthesis of 7-deoxypaclitaxel from taxine
dc.creator | Saičić, Radomir N. | |
dc.creator | Matović, Radomir | |
dc.date.accessioned | 2019-01-30T17:09:45Z | |
dc.date.available | 2019-01-30T17:09:45Z | |
dc.date.issued | 2000 | |
dc.identifier.issn | 1470-4358 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/43 | |
dc.description.abstract | A semisynthesis of 7-deoxypaclitaxel 4 is described, starting from taxine 6 - the most abundant naturally occurring taxane diterpene fraction. A key step in this transformation is a tandem reaction: stereoselective osmylation of cinnamic ester 14/intramolecularly assisted methanolysis of 16, which gives the key intermediate 5, along with the optically pure ester 17 - a precursor for the synthesis of the paclitaxel side-chain. In this way, the cinnamoyltaxicine 9 is converted into 7-deoxybaccatin III 25 in 11 steps, and in 15% overall yield. | en |
dc.rights | restrictedAccess | |
dc.source | Journal of the Chemical Society, Perkin Transactions 1 | |
dc.title | An efficient semisynthesis of 7-deoxypaclitaxel from taxine | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Матовић, Радомир; Саичић, Р.Н.; | |
dc.citation.issue | 1 | |
dc.citation.spage | 59 | |
dc.citation.epage | 65 | |
dc.citation.other | (1): 59-65 | |
dc.identifier.doi | 10.1039/a907288h | |
dc.identifier.scopus | 2-s2.0-52549119999 | |
dc.identifier.wos | 000084864000008 | |
dc.type.version | publishedVersion |