Приказ основних података о документу
Total Synthesis of ( + )-Swainsonine, (–)- Swainsonine, ( + )-8-epi-Swainsonine and ( + )- Dideoxy-Imino-Lyxitol by an Organocatalyzed Aldolization/Reductive Amination Sequence
dc.creator | Trajković, Miloš D. | |
dc.creator | Pavlović, Miloš | |
dc.creator | Bihelović, Filip | |
dc.creator | Ferjančić, Zorana | |
dc.creator | Saičić, Radomir | |
dc.date.accessioned | 2022-05-30T12:26:37Z | |
dc.date.available | 2022-05-30T12:26:37Z | |
dc.date.issued | 2022 | |
dc.identifier.issn | 1934-578X | |
dc.identifier.uri | https://doi.org/10.1177/1934578X221091672 | |
dc.identifier.uri | http://cherry.chem.bg.ac.rs/handle/123456789/5179 | |
dc.description.abstract | A tactical combination of either (S)- or (R)-proline catalyzed aldol reaction followed by intramolecular reductive amination enabled the synthesis of a chiral pyrrolidine derivative with 3 contiguous stereocenters in only 2 synthetic steps, starting from achiral precursors. This product, obtainable in both enantiomeric forms, was further exploited as a common intermediate in total syntheses of the biologically active iminosugars: ( + )-swainsonine, (–)-swainsonine, ( + )-8-epi-swainsonine, and ( + )-dideoxy-imino-lyxitol. | |
dc.language | en | |
dc.publisher | SAGE Publications | |
dc.relation | info:eu-repo/grantAgreement/MESTD/inst-2020/200168/RS// | |
dc.relation | info:eu-repo/grantAgreement/ScienceFundRS/Fond_2020_COVID19/7547552/RS// | |
dc.relation | Serbian Academy of Sciences and Arts (grant number F193) | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc/4.0/ | |
dc.source | Natural Product Communications | |
dc.source | Natural Product CommunicationsNatural Product Communications | |
dc.subject | glycosidase inhibitors | |
dc.subject | iminosugars | |
dc.subject | indolizidines | |
dc.subject | organocatalyzed aldol reaction | |
dc.subject | pyrrolidines | |
dc.subject | reductive amination | |
dc.title | Total Synthesis of ( + )-Swainsonine, (–)- Swainsonine, ( + )-8-epi-Swainsonine and ( + )- Dideoxy-Imino-Lyxitol by an Organocatalyzed Aldolization/Reductive Amination Sequence | |
dc.type | article | en |
dc.rights.license | BY-NC | |
dc.citation.volume | 17 | |
dc.citation.issue | 4 | |
dc.identifier.wos | 00079433860000 | |
dc.identifier.doi | 10.1177/1934578X221091672 | |
dc.citation.rank | M23~ | |
dc.type.version | publishedVersion | |
dc.identifier.scopus | 2-s2.0-85129753616 | |
dc.identifier.fulltext | http://cherry.chem.bg.ac.rs/bitstream/id/30082/Total_synthesis_of.pdf |