Matches in SemOpenAlex for { <https://semopenalex.org/work/W3207429315> ?p ?o ?g. }
Showing items 1 to 71 of
71
with 100 items per page.
- W3207429315 abstract "We report the first total synthesis of (–)-kopsifoline A and (+)-kopsifoline E. Our synthetic strategy features a biogenetically inspired regioselective C17-functionalization of a versatile intermediate containing the pentacyclic core of aspidosperma alkaloids. While this advance intermediate provides (–)-kopsifoline D via C3–C21 bond formation, regioselective C17-boronation of its indoline substructure prior to introduction of the F-ring enables access to (–)-kopsifoline A and (+)-kopsifoline E. The vinylogous urethane substructure of the key intermediate was critical in C17-boronation over a competing C7-boronation in related indole derived substrates. After oxidation of the C17–B bond to introduce the C17-ether, the C3–C21 bond of the targets is secured under the Mitsunobu reaction conditions with the vinylogous urethane as the nucleophilic component." @default.
- W3207429315 created "2021-10-25" @default.
- W3207429315 creator A5033687766 @default.
- W3207429315 creator A5070661480 @default.
- W3207429315 creator A5081366480 @default.
- W3207429315 date "2021-10-11" @default.
- W3207429315 modified "2023-09-26" @default.
- W3207429315 title "Synthesis of (–)-Kopsifoline A and (+)-Kopsifoline E" @default.
- W3207429315 cites W1974001124 @default.
- W3207429315 cites W2008251387 @default.
- W3207429315 cites W2016359375 @default.
- W3207429315 cites W2016840097 @default.
- W3207429315 cites W2035710040 @default.
- W3207429315 cites W2074578669 @default.
- W3207429315 cites W2100978548 @default.
- W3207429315 cites W2318180958 @default.
- W3207429315 cites W2477719740 @default.
- W3207429315 cites W2937702525 @default.
- W3207429315 cites W2953324993 @default.
- W3207429315 doi "https://doi.org/10.33774/chemrxiv-2021-dlczq" @default.
- W3207429315 hasPublicationYear "2021" @default.
- W3207429315 type Work @default.
- W3207429315 sameAs 3207429315 @default.
- W3207429315 citedByCount "1" @default.
- W3207429315 countsByYear W32074293152021 @default.
- W3207429315 crossrefType "posted-content" @default.
- W3207429315 hasAuthorship W3207429315A5033687766 @default.
- W3207429315 hasAuthorship W3207429315A5070661480 @default.
- W3207429315 hasAuthorship W3207429315A5081366480 @default.
- W3207429315 hasBestOaLocation W32074293151 @default.
- W3207429315 hasConcept C127413603 @default.
- W3207429315 hasConcept C161790260 @default.
- W3207429315 hasConcept C178790620 @default.
- W3207429315 hasConcept C185592680 @default.
- W3207429315 hasConcept C192527728 @default.
- W3207429315 hasConcept C21951064 @default.
- W3207429315 hasConcept C2779890007 @default.
- W3207429315 hasConcept C2780378348 @default.
- W3207429315 hasConcept C59759590 @default.
- W3207429315 hasConcept C66938386 @default.
- W3207429315 hasConcept C71240020 @default.
- W3207429315 hasConcept C99679407 @default.
- W3207429315 hasConceptScore W3207429315C127413603 @default.
- W3207429315 hasConceptScore W3207429315C161790260 @default.
- W3207429315 hasConceptScore W3207429315C178790620 @default.
- W3207429315 hasConceptScore W3207429315C185592680 @default.
- W3207429315 hasConceptScore W3207429315C192527728 @default.
- W3207429315 hasConceptScore W3207429315C21951064 @default.
- W3207429315 hasConceptScore W3207429315C2779890007 @default.
- W3207429315 hasConceptScore W3207429315C2780378348 @default.
- W3207429315 hasConceptScore W3207429315C59759590 @default.
- W3207429315 hasConceptScore W3207429315C66938386 @default.
- W3207429315 hasConceptScore W3207429315C71240020 @default.
- W3207429315 hasConceptScore W3207429315C99679407 @default.
- W3207429315 hasLocation W32074293151 @default.
- W3207429315 hasOpenAccess W3207429315 @default.
- W3207429315 hasPrimaryLocation W32074293151 @default.
- W3207429315 hasRelatedWork W2067439441 @default.
- W3207429315 hasRelatedWork W2417977163 @default.
- W3207429315 hasRelatedWork W2901130451 @default.
- W3207429315 hasRelatedWork W2949082917 @default.
- W3207429315 hasRelatedWork W2950052443 @default.
- W3207429315 hasRelatedWork W2951201315 @default.
- W3207429315 hasRelatedWork W2951639401 @default.
- W3207429315 hasRelatedWork W3023633620 @default.
- W3207429315 hasRelatedWork W4210618124 @default.
- W3207429315 hasRelatedWork W4293068715 @default.
- W3207429315 isParatext "false" @default.
- W3207429315 isRetracted "false" @default.
- W3207429315 magId "3207429315" @default.
- W3207429315 workType "article" @default.