Exploring an Alternative Synthetic Pathway for the Total Synthesis of (±)-Nordasycarpidol and (±)-Nordasycarpidone

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dc.contributor.authorUludag, Nesimi
dc.contributor.authorNevarsa, Alev Orhan
dc.date.accessioned2024-10-29T17:58:19Z
dc.date.available2024-10-29T17:58:19Z
dc.date.issued2023
dc.departmentTekirdağ Namık Kemal Üniversitesi
dc.description.abstractA total synthesis of the strychnos alkaloids, dasycarpidol and nordasycarpidone, has been accomplished from 2-(3-ethyl-1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)acetonitrile 1, which is the C-2 ethyl side chain of carbazole as well as carbazole-fused lactone 3 that is conveniently of the key azocino[4,3-b]indole skeleton 6. These syntheses of the target natural products are accomplished without a protecting group, which has a carbonyl group at the C-1 position of the carbazole. These alternative routes are accomplished by shortening the number of steps with high efficiency and also nordasycarpidol 8 synthesized for the first time in the literature. The structures of all the presently synthesized compounds were confirmed using spectroscopic methods (FT-IR, H-1 NMR, C-13 NMR).
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) [102T503]
dc.description.sponsorshipWe gratefully acknowledge the financial support of the Scientific and Technological Research Council of Turkey (TUBITAK Project No.102T503).
dc.identifier.doi10.1007/s10600-023-04095-4
dc.identifier.endpage720
dc.identifier.issn0009-3130
dc.identifier.issn1573-8388
dc.identifier.issue4en_US
dc.identifier.startpage715
dc.identifier.urihttps://doi.org/10.1007/s10600-023-04095-4
dc.identifier.urihttps://hdl.handle.net/20.500.11776/14224
dc.identifier.volume59
dc.identifier.wosWOS:001040065000003
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.language.isoen
dc.publisherSpringer
dc.relation.ispartofChemistry of Natural Compounds
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectalkaloids
dc.subjectnordasycarpidone
dc.subjectuleine
dc.subjectnordasycarpidol
dc.subjectindole alkaloids
dc.titleExploring an Alternative Synthetic Pathway for the Total Synthesis of (±)-Nordasycarpidol and (±)-Nordasycarpidone
dc.typeArticle

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