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A model study of epothilone synthesis: An alternative synthetic approach to the C1-C7 fragment
Model studija u sintezi epotilona - alternativni pristup sintezi C1-C7 fragmenta
dc.creator | Lalić, Gojko | |
dc.creator | Galonić, Danica | |
dc.creator | Matović, Radomir | |
dc.creator | Saičić, Radomir N. | |
dc.date.accessioned | 2019-01-30T17:09:54Z | |
dc.date.available | 2019-01-30T17:09:54Z | |
dc.date.issued | 2002 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/51 | |
dc.description.abstract | In this model study an alternative synthetic approach to the C1–C7 fragment of epothilones was investigated. Starting from 4,4-dimethylcyclopentenone, a 7 step reaction sequence afforded the key intermediate 7 in 27% overall yield. Surprisingly, the attempted deprotection of latent functionalities in 7 failed, indicating the incompatibility of the ethoxyethyl protective group with the reaction conditions employed. | en |
dc.description.abstract | U okviru model studije ispitivan je alternativni sintetički pristup C1–C7 fragmentu molekula epotilona. Polazeći od 4,4-dimetilciklopentenona, ključni intermedijer 7 dobijen je u sedam faza, u ukupnom prinosu od 27 %. Deprotekciju latentnih funkcionalnih grupa u molekulu 7 nije bilo moguće izvršiti, zbog iznenađujuće labilnosti etoksietil zaštitne grupe u baznim reakcionim uslovima. | sr |
dc.publisher | Serbian Chemical Society | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Journal of the Serbian Chemical Society | |
dc.subject | epothilones | en |
dc.subject | epoxides | en |
dc.subject | enol ethers | en |
dc.subject | alkylations | en |
dc.subject | Lewis acids | en |
dc.title | A model study of epothilone synthesis: An alternative synthetic approach to the C1-C7 fragment | en |
dc.title | Model studija u sintezi epotilona - alternativni pristup sintezi C1-C7 fragmenta | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dcterms.abstract | Галонић, Даница; Матовић, Радомир; Лалић, Гојко; Саичић, Радомир Н.; Модел студија у синтези епотилона - алтернативни приступ синтези Ц1-Ц7 фрагмента; Модел студија у синтези епотилона - алтернативни приступ синтези Ц1-Ц7 фрагмента; | |
dc.citation.volume | 67 | |
dc.citation.issue | 4 | |
dc.citation.spage | 221 | |
dc.citation.epage | 228 | |
dc.citation.other | 67(4): 221-228 | |
dc.citation.rank | M23 | |
dc.identifier.doi | 10.2298/JSC0204221L | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs//bitstream/id/9145/49.pdf | |
dc.identifier.scopus | 2-s2.0-0036000422 | |
dc.identifier.wos | 000174953500001 | |
dc.type.version | publishedVersion |