Matches in SemOpenAlex for { <https://semopenalex.org/work/W2020117296> ?p ?o ?g. }
Showing items 1 to 98 of
98
with 100 items per page.
- W2020117296 abstract "Abstract Periodate oxidation of 1,2- O -ethylene-β- d -fructopyranose and ring closure of the resulting dialdehyde with nitromethane afforded a mixture of four 4-deoxy-1,2- O -ethylene-4-nitrohex-2-uloses having the α- l - xylo , β- d - arabino , α- l - lyxo , and β- d - ribo configurations, together with two heptuloses which arose from products of the incomplete oxidation of the starting material. When nitromethane was in excess of the base used for the cyclisation reaction, the α- l - xylo -hexulose was the major product, but this could be isomerised substantially to the β- d - ribo -isomer when treated with excess sodium methoxide. Acetylation of the α- l - xylo -hexulopyranose, followed by reductive elimination of the acetoxy groups, afforded an approximately 1:1 mixture of (6 R ,10 R )- and (6 R ,10 S )-10-nitro-1,4,7-trioxaspiro[5.5]undecane. Acid-catalysed epimerisation of the (6 R ,10 S ) isomer afforded the (6 S ,10 S ) isomer. Oxidation of either the (6 R ,10 R ) or the (6 R ,10 S ) isomer with permanganate at pH 7 afforded the 10-one. This was reduced with sodium borohydride to give mainly (6 R ,10 S )-1,4,7-trioxaspiro[5.5]undecan-10-ol, from which the OH group was removed to give enantiomerically pure ( R )-1,4,7-trioxaspiro-[5.5]undecane." @default.
- W2020117296 created "2016-06-24" @default.
- W2020117296 creator A5013700178 @default.
- W2020117296 creator A5026642235 @default.
- W2020117296 creator A5029196197 @default.
- W2020117296 creator A5047446753 @default.
- W2020117296 date "1987-07-01" @default.
- W2020117296 modified "2023-09-25" @default.
- W2020117296 title "An enantiospecific synthesis of (R)-1,4,7-trioxaspiro[5.5]undecane from d-fructose" @default.
- W2020117296 cites W1966236184 @default.
- W2020117296 cites W1968430219 @default.
- W2020117296 cites W1975581962 @default.
- W2020117296 cites W1984812015 @default.
- W2020117296 cites W2023246198 @default.
- W2020117296 cites W2035413471 @default.
- W2020117296 cites W2072678984 @default.
- W2020117296 cites W2083673847 @default.
- W2020117296 cites W2128819224 @default.
- W2020117296 cites W2136393053 @default.
- W2020117296 cites W2314177495 @default.
- W2020117296 cites W2333189143 @default.
- W2020117296 cites W2415664945 @default.
- W2020117296 cites W3004870300 @default.
- W2020117296 cites W3004894229 @default.
- W2020117296 doi "https://doi.org/10.1016/0008-6215(87)80142-8" @default.
- W2020117296 hasPublicationYear "1987" @default.
- W2020117296 type Work @default.
- W2020117296 sameAs 2020117296 @default.
- W2020117296 citedByCount "11" @default.
- W2020117296 countsByYear W20201172962021 @default.
- W2020117296 crossrefType "journal-article" @default.
- W2020117296 hasAuthorship W2020117296A5013700178 @default.
- W2020117296 hasAuthorship W2020117296A5026642235 @default.
- W2020117296 hasAuthorship W2020117296A5029196197 @default.
- W2020117296 hasAuthorship W2020117296A5047446753 @default.
- W2020117296 hasConcept C155647269 @default.
- W2020117296 hasConcept C161790260 @default.
- W2020117296 hasConcept C178790620 @default.
- W2020117296 hasConcept C185592680 @default.
- W2020117296 hasConcept C194671627 @default.
- W2020117296 hasConcept C2776304896 @default.
- W2020117296 hasConcept C2776445513 @default.
- W2020117296 hasConcept C2776851017 @default.
- W2020117296 hasConcept C2777327210 @default.
- W2020117296 hasConcept C2777516009 @default.
- W2020117296 hasConcept C2777706827 @default.
- W2020117296 hasConcept C2777731525 @default.
- W2020117296 hasConcept C2779607525 @default.
- W2020117296 hasConcept C2780048404 @default.
- W2020117296 hasConcept C2780158061 @default.
- W2020117296 hasConcept C2780387816 @default.
- W2020117296 hasConcept C2781189857 @default.
- W2020117296 hasConcept C71240020 @default.
- W2020117296 hasConceptScore W2020117296C155647269 @default.
- W2020117296 hasConceptScore W2020117296C161790260 @default.
- W2020117296 hasConceptScore W2020117296C178790620 @default.
- W2020117296 hasConceptScore W2020117296C185592680 @default.
- W2020117296 hasConceptScore W2020117296C194671627 @default.
- W2020117296 hasConceptScore W2020117296C2776304896 @default.
- W2020117296 hasConceptScore W2020117296C2776445513 @default.
- W2020117296 hasConceptScore W2020117296C2776851017 @default.
- W2020117296 hasConceptScore W2020117296C2777327210 @default.
- W2020117296 hasConceptScore W2020117296C2777516009 @default.
- W2020117296 hasConceptScore W2020117296C2777706827 @default.
- W2020117296 hasConceptScore W2020117296C2777731525 @default.
- W2020117296 hasConceptScore W2020117296C2779607525 @default.
- W2020117296 hasConceptScore W2020117296C2780048404 @default.
- W2020117296 hasConceptScore W2020117296C2780158061 @default.
- W2020117296 hasConceptScore W2020117296C2780387816 @default.
- W2020117296 hasConceptScore W2020117296C2781189857 @default.
- W2020117296 hasConceptScore W2020117296C71240020 @default.
- W2020117296 hasLocation W20201172961 @default.
- W2020117296 hasOpenAccess W2020117296 @default.
- W2020117296 hasPrimaryLocation W20201172961 @default.
- W2020117296 hasRelatedWork W1966075996 @default.
- W2020117296 hasRelatedWork W1970910567 @default.
- W2020117296 hasRelatedWork W1973459583 @default.
- W2020117296 hasRelatedWork W1980138698 @default.
- W2020117296 hasRelatedWork W2008369358 @default.
- W2020117296 hasRelatedWork W2024249529 @default.
- W2020117296 hasRelatedWork W2025270704 @default.
- W2020117296 hasRelatedWork W2039992012 @default.
- W2020117296 hasRelatedWork W2065864418 @default.
- W2020117296 hasRelatedWork W2079279805 @default.
- W2020117296 hasRelatedWork W2080782241 @default.
- W2020117296 hasRelatedWork W2086294036 @default.
- W2020117296 hasRelatedWork W2094594320 @default.
- W2020117296 hasRelatedWork W2104461768 @default.
- W2020117296 hasRelatedWork W2117146670 @default.
- W2020117296 hasRelatedWork W2165928101 @default.
- W2020117296 hasRelatedWork W2370032180 @default.
- W2020117296 hasRelatedWork W2952625166 @default.
- W2020117296 hasRelatedWork W2873384557 @default.
- W2020117296 hasRelatedWork W313221948 @default.
- W2020117296 isParatext "false" @default.
- W2020117296 isRetracted "false" @default.
- W2020117296 magId "2020117296" @default.
- W2020117296 workType "article" @default.