Matches in SemOpenAlex for { <https://semopenalex.org/work/W31192634> ?p ?o ?g. }
Showing items 1 to 66 of
66
with 100 items per page.
- W31192634 abstract "The 2,6-diaryl-3,7-dioxabicyclo[3,3,0]octanes (or furofurans) belong to the lignan family of natural products. Lignans represent very attractive synthetic targets owing to their large range of biological properties including anticancer, antiviral and immunosuppressant activities. There is considerable structural variation in this series in both the nature and the stereochemistry of the aryl substituents. Since activity is dependent on stereochemistry, synthetic routes, which can provide controlled but tuneable access to one particular class, are very attractive. In this respect, we have been interested in developing efficient ways to synthesise the furofuran skeleton. Based on previous work in our group, the first synthesis of a natural endo-endo furofuran, Epiasarinin, has been achieved via a five step strategy. It included a Darzens condensation followed by a thermal rearrangement of vinyl epoxide to cis dihydrofuran, a Lewis acid promoted cyclisation of a dihydrofuryl alcohol and a reduction of a glycosidic bond. Variations of this methodology afforded the selective the thermal rearrangement has been explored and improvement of this step via different activation methods considered. Another aim of this thesis was to extend this existing method to generate aza analogues. Two strategies have been explored. Generation of furopyrroles can be achieved via the thermal rearrangement of vinyl aziridines or via the acid catalysed cyclisation of dihydrofuryl amines. In conclusion, this short and selective synthetic route leads to a large range of natural or unnatural furofurans and the extension to their aza analogues was also explored." @default.
- W31192634 created "2016-06-24" @default.
- W31192634 creator A5087422896 @default.
- W31192634 date "2003-01-01" @default.
- W31192634 modified "2023-09-23" @default.
- W31192634 title "Stereoselective synthesis of furofurans" @default.
- W31192634 cites W79285807 @default.
- W31192634 hasPublicationYear "2003" @default.
- W31192634 type Work @default.
- W31192634 sameAs 31192634 @default.
- W31192634 citedByCount "0" @default.
- W31192634 crossrefType "dissertation" @default.
- W31192634 hasAuthorship W31192634A5087422896 @default.
- W31192634 hasConcept C161790260 @default.
- W31192634 hasConcept C163638829 @default.
- W31192634 hasConcept C178790620 @default.
- W31192634 hasConcept C181647583 @default.
- W31192634 hasConcept C185592680 @default.
- W31192634 hasConcept C21951064 @default.
- W31192634 hasConcept C2776612806 @default.
- W31192634 hasConcept C2776920199 @default.
- W31192634 hasConcept C2777327210 @default.
- W31192634 hasConcept C2778896499 @default.
- W31192634 hasConcept C2780263894 @default.
- W31192634 hasConcept C2781076698 @default.
- W31192634 hasConcept C71240020 @default.
- W31192634 hasConceptScore W31192634C161790260 @default.
- W31192634 hasConceptScore W31192634C163638829 @default.
- W31192634 hasConceptScore W31192634C178790620 @default.
- W31192634 hasConceptScore W31192634C181647583 @default.
- W31192634 hasConceptScore W31192634C185592680 @default.
- W31192634 hasConceptScore W31192634C21951064 @default.
- W31192634 hasConceptScore W31192634C2776612806 @default.
- W31192634 hasConceptScore W31192634C2776920199 @default.
- W31192634 hasConceptScore W31192634C2777327210 @default.
- W31192634 hasConceptScore W31192634C2778896499 @default.
- W31192634 hasConceptScore W31192634C2780263894 @default.
- W31192634 hasConceptScore W31192634C2781076698 @default.
- W31192634 hasConceptScore W31192634C71240020 @default.
- W31192634 hasLocation W311926341 @default.
- W31192634 hasOpenAccess W31192634 @default.
- W31192634 hasPrimaryLocation W311926341 @default.
- W31192634 hasRelatedWork W111110623 @default.
- W31192634 hasRelatedWork W1538091773 @default.
- W31192634 hasRelatedWork W1754211151 @default.
- W31192634 hasRelatedWork W206118819 @default.
- W31192634 hasRelatedWork W2164956236 @default.
- W31192634 hasRelatedWork W2202500238 @default.
- W31192634 hasRelatedWork W2289220154 @default.
- W31192634 hasRelatedWork W2591942301 @default.
- W31192634 hasRelatedWork W2606206123 @default.
- W31192634 hasRelatedWork W2901878580 @default.
- W31192634 hasRelatedWork W2924950412 @default.
- W31192634 hasRelatedWork W2952438886 @default.
- W31192634 hasRelatedWork W2953293938 @default.
- W31192634 hasRelatedWork W2953386782 @default.
- W31192634 hasRelatedWork W2953606533 @default.
- W31192634 hasRelatedWork W2967176932 @default.
- W31192634 hasRelatedWork W3014176089 @default.
- W31192634 hasRelatedWork W3109579883 @default.
- W31192634 hasRelatedWork W766913445 @default.
- W31192634 hasRelatedWork W9287942 @default.
- W31192634 isParatext "false" @default.
- W31192634 isRetracted "false" @default.
- W31192634 magId "31192634" @default.
- W31192634 workType "dissertation" @default.