FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2056571017> ?p ?o ?g. }

• W2056571017 endingPage "6707" @default.
• W2056571017 startingPage "6703" @default.
• W2056571017 abstract "Photochemical rearrangement of hydroxy ester 2, easily obtained from santonin (1), afforded butenolide 4, a good starting material for the synthesis of 7,11-guaien-8,12-olides. Compound 4 has been transformed into compound 10, which has been used for the synthesis of podoandin (5) and (+)-zedolactone A (ent-6). Regioselective elimination of the acetyl group on C10 afforded directly podoandin (5). For the synthesis of ent-6, a hydroxyl group has been regio- and stereoselectively introduced at the 4alpha-position through the 3alpha,4alpha-epoxide 15. The basic hydrolysis of the 10-acetyl group in compound 18 took place with concomitant intramolecular conjugated addition of the alkoxide to the butenolide moiety to give ether 19. Cleavage of the 7,10-oxido bridge via the lactone enolate afforded (+)-zedolactone A (ent-6). This synthesis has allowed for the establishment of the absolute stereochemistry of natural zedolactone A as the enantiomer of our synthetic product." @default.
• W2056571017 created "2016-06-24" @default.
• W2056571017 creator A5007296764 @default.
• W2056571017 creator A5010220646 @default.
• W2056571017 creator A5022516493 @default.
• W2056571017 creator A5060251963 @default.
• W2056571017 creator A5072086348 @default.
• W2056571017 date "2000-09-09" @default.
• W2056571017 modified "2023-10-15" @default.
• W2056571017 title "Stereoselective Synthesis of 7,11-Guaien-8,12-olides from Santonin. Synthesis of Podoandin and (+)-Zedolactone A" @default.
• W2056571017 cites W1963553193 @default.
• W2056571017 cites W1967159419 @default.
• W2056571017 cites W1973800754 @default.
• W2056571017 cites W1975174527 @default.
• W2056571017 cites W1976535348 @default.
• W2056571017 cites W1979032552 @default.
• W2056571017 cites W1980805987 @default.
• W2056571017 cites W1982243238 @default.
• W2056571017 cites W1987169791 @default.
• W2056571017 cites W1992688100 @default.
• W2056571017 cites W1994236446 @default.
• W2056571017 cites W2000787095 @default.
• W2056571017 cites W2007881221 @default.
• W2056571017 cites W2020326151 @default.
• W2056571017 cites W2022501129 @default.
• W2056571017 cites W2022589966 @default.
• W2056571017 cites W2037033724 @default.
• W2056571017 cites W2039638237 @default.
• W2056571017 cites W2042334899 @default.
• W2056571017 cites W2047773747 @default.
• W2056571017 cites W2064912418 @default.
• W2056571017 cites W2067511644 @default.
• W2056571017 cites W2069746098 @default.
• W2056571017 cites W2073402327 @default.
• W2056571017 cites W2087258484 @default.
• W2056571017 cites W2097186244 @default.
• W2056571017 cites W2134144598 @default.
• W2056571017 cites W2312509852 @default.
• W2056571017 cites W2320824535 @default.
• W2056571017 cites W2345702893 @default.
• W2056571017 cites W4235330586 @default.
• W2056571017 cites W4241199615 @default.
• W2056571017 cites W4246003960 @default.
• W2056571017 cites W4250593616 @default.
• W2056571017 doi "https://doi.org/10.1021/jo000927h" @default.
• W2056571017 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11052122" @default.
• W2056571017 hasPublicationYear "2000" @default.
• W2056571017 type Work @default.
• W2056571017 sameAs 2056571017 @default.
• W2056571017 citedByCount "34" @default.
• W2056571017 countsByYear W20565710172012 @default.
• W2056571017 countsByYear W20565710172013 @default.
• W2056571017 countsByYear W20565710172014 @default.
• W2056571017 countsByYear W20565710172015 @default.
• W2056571017 countsByYear W20565710172016 @default.
• W2056571017 countsByYear W20565710172017 @default.
• W2056571017 countsByYear W20565710172019 @default.
• W2056571017 countsByYear W20565710172023 @default.
• W2056571017 crossrefType "journal-article" @default.
• W2056571017 hasAuthorship W2056571017A5007296764 @default.
• W2056571017 hasAuthorship W2056571017A5010220646 @default.
• W2056571017 hasAuthorship W2056571017A5022516493 @default.
• W2056571017 hasAuthorship W2056571017A5060251963 @default.
• W2056571017 hasAuthorship W2056571017A5072086348 @default.
• W2056571017 hasConcept C114373084 @default.
• W2056571017 hasConcept C161790260 @default.
• W2056571017 hasConcept C178790620 @default.
• W2056571017 hasConcept C181647583 @default.
• W2056571017 hasConcept C185592680 @default.
• W2056571017 hasConcept C202751555 @default.
• W2056571017 hasConcept C2776568683 @default.
• W2056571017 hasConcept C2776612806 @default.
• W2056571017 hasConcept C2776920199 @default.
• W2056571017 hasConcept C2779200925 @default.
• W2056571017 hasConcept C2779515768 @default.
• W2056571017 hasConcept C2780407432 @default.
• W2056571017 hasConcept C35753019 @default.
• W2056571017 hasConcept C486523 @default.
• W2056571017 hasConcept C55493867 @default.
• W2056571017 hasConcept C59759590 @default.
• W2056571017 hasConcept C71240020 @default.
• W2056571017 hasConcept C75079739 @default.
• W2056571017 hasConceptScore W2056571017C114373084 @default.
• W2056571017 hasConceptScore W2056571017C161790260 @default.
• W2056571017 hasConceptScore W2056571017C178790620 @default.
• W2056571017 hasConceptScore W2056571017C181647583 @default.
• W2056571017 hasConceptScore W2056571017C185592680 @default.
• W2056571017 hasConceptScore W2056571017C202751555 @default.
• W2056571017 hasConceptScore W2056571017C2776568683 @default.
• W2056571017 hasConceptScore W2056571017C2776612806 @default.
• W2056571017 hasConceptScore W2056571017C2776920199 @default.
• W2056571017 hasConceptScore W2056571017C2779200925 @default.
• W2056571017 hasConceptScore W2056571017C2779515768 @default.
• W2056571017 hasConceptScore W2056571017C2780407432 @default.
• W2056571017 hasConceptScore W2056571017C35753019 @default.
• W2056571017 hasConceptScore W2056571017C486523 @default.
• W2056571017 hasConceptScore W2056571017C55493867 @default.
• W2056571017 hasConceptScore W2056571017C59759590 @default.

• next