FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W3084920228> ?p ?o ?g. }

• W3084920228 endingPage "10953" @default.
• W3084920228 startingPage "10946" @default.
• W3084920228 abstract "The one-step syntheses of exotine A and exotine B, which comprise the unusual coumarin-cyclohepta[b]indole ring system, have been achieved via the biomimetically inspired combination of indole, prenal, and either trans-dehydroosthol or gleinadiene. This facile three-component reaction delivered a mixture (17:1) of exotine A and 11'-epi-exotine A in a 43% yield from trans-dehydroosthol and a mixture (4:1) of exotine B and 11'-epi-exotine B in a 50% yield from gleinadiene. Some mechanistic aspects of this process were explored, and spectral evidence for 3,3'-spiroindolenine intermediates was obtained. Moreover, a skeletal isomer of exotine A that likely originates from a 1,2-alkyl rearrangement of a protonated 3,3'-spiroindolenine was isolated and characterized by X-ray crystallography. These findings not only provide experimental support for Jiang's proposed biosynthesis of exotine A and exotine B but also foreshadow the existence of other exotine-derived natural products having isomeric frameworks. Exploratory attempts to induce an enantioselective 3CR using a chiral phosphoric acid were unsuccessful." @default.
• W3084920228 created "2020-09-21" @default.
• W3084920228 creator A5055989647 @default.
• W3084920228 creator A5062032041 @default.
• W3084920228 date "2020-09-14" @default.
• W3084920228 modified "2023-09-27" @default.
• W3084920228 title "Biomimetically Inspired, One-Step Synthesis of Exotine A and Exotine B" @default.
• W3084920228 cites W1500106399 @default.
• W3084920228 cites W1595397175 @default.
• W3084920228 cites W1966898023 @default.
• W3084920228 cites W1968280262 @default.
• W3084920228 cites W1971633717 @default.
• W3084920228 cites W1976178129 @default.
• W3084920228 cites W1985647580 @default.
• W3084920228 cites W1987477841 @default.
• W3084920228 cites W2000466466 @default.
• W3084920228 cites W2006708956 @default.
• W3084920228 cites W2007985577 @default.
• W3084920228 cites W2014094944 @default.
• W3084920228 cites W2038552378 @default.
• W3084920228 cites W2045854407 @default.
• W3084920228 cites W2069607377 @default.
• W3084920228 cites W2073945975 @default.
• W3084920228 cites W2076578615 @default.
• W3084920228 cites W2085524672 @default.
• W3084920228 cites W2097554169 @default.
• W3084920228 cites W2192513659 @default.
• W3084920228 cites W2317371972 @default.
• W3084920228 cites W2319491579 @default.
• W3084920228 cites W2320273542 @default.
• W3084920228 cites W2335518886 @default.
• W3084920228 cites W2414169440 @default.
• W3084920228 cites W2414871406 @default.
• W3084920228 cites W2528604398 @default.
• W3084920228 cites W2781559970 @default.
• W3084920228 cites W2793245171 @default.
• W3084920228 cites W2830617821 @default.
• W3084920228 cites W2883377646 @default.
• W3084920228 cites W2883652310 @default.
• W3084920228 cites W2905267118 @default.
• W3084920228 cites W2949240479 @default.
• W3084920228 cites W3005172757 @default.
• W3084920228 cites W4245628763 @default.
• W3084920228 doi "https://doi.org/10.1021/acs.joc.0c01524" @default.
• W3084920228 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/32924509" @default.
• W3084920228 hasPublicationYear "2020" @default.
• W3084920228 type Work @default.
• W3084920228 sameAs 3084920228 @default.
• W3084920228 citedByCount "3" @default.
• W3084920228 countsByYear W30849202282021 @default.
• W3084920228 countsByYear W30849202282022 @default.
• W3084920228 crossrefType "journal-article" @default.
• W3084920228 hasAuthorship W3084920228A5055989647 @default.
• W3084920228 hasAuthorship W3084920228A5062032041 @default.
• W3084920228 hasConcept C134121241 @default.
• W3084920228 hasConcept C145148216 @default.
• W3084920228 hasConcept C146686406 @default.
• W3084920228 hasConcept C161790260 @default.
• W3084920228 hasConcept C178790620 @default.
• W3084920228 hasConcept C185592680 @default.
• W3084920228 hasConcept C191897082 @default.
• W3084920228 hasConcept C192527728 @default.
• W3084920228 hasConcept C192562407 @default.
• W3084920228 hasConcept C2776622989 @default.
• W3084920228 hasConcept C2780263894 @default.
• W3084920228 hasConcept C2780378348 @default.
• W3084920228 hasConcept C2781338262 @default.
• W3084920228 hasConcept C30095370 @default.
• W3084920228 hasConcept C71240020 @default.
• W3084920228 hasConceptScore W3084920228C134121241 @default.
• W3084920228 hasConceptScore W3084920228C145148216 @default.
• W3084920228 hasConceptScore W3084920228C146686406 @default.
• W3084920228 hasConceptScore W3084920228C161790260 @default.
• W3084920228 hasConceptScore W3084920228C178790620 @default.
• W3084920228 hasConceptScore W3084920228C185592680 @default.
• W3084920228 hasConceptScore W3084920228C191897082 @default.
• W3084920228 hasConceptScore W3084920228C192527728 @default.
• W3084920228 hasConceptScore W3084920228C192562407 @default.
• W3084920228 hasConceptScore W3084920228C2776622989 @default.
• W3084920228 hasConceptScore W3084920228C2780263894 @default.
• W3084920228 hasConceptScore W3084920228C2780378348 @default.
• W3084920228 hasConceptScore W3084920228C2781338262 @default.
• W3084920228 hasConceptScore W3084920228C30095370 @default.
• W3084920228 hasConceptScore W3084920228C71240020 @default.
• W3084920228 hasFunder F4320306196 @default.
• W3084920228 hasIssue "16" @default.
• W3084920228 hasLocation W30849202281 @default.
• W3084920228 hasLocation W30849202282 @default.
• W3084920228 hasOpenAccess W3084920228 @default.
• W3084920228 hasPrimaryLocation W30849202281 @default.
• W3084920228 hasRelatedWork W2001911836 @default.
• W3084920228 hasRelatedWork W2021979865 @default.
• W3084920228 hasRelatedWork W2168926262 @default.
• W3084920228 hasRelatedWork W2318276571 @default.
• W3084920228 hasRelatedWork W2384092525 @default.
• W3084920228 hasRelatedWork W2616332234 @default.
• W3084920228 hasRelatedWork W2729542304 @default.
• W3084920228 hasRelatedWork W2949294999 @default.

• next