Matches in SemOpenAlex for { <https://semopenalex.org/work/W2054889920> ?p ?o ?g. }
Showing items 1 to 88 of
88
with 100 items per page.
- W2054889920 endingPage "2763" @default.
- W2054889920 startingPage "2750" @default.
- W2054889920 abstract "Abstract The Prins cyclization of an aldehyde 1 with a homoallylic alcohol 2 , affording tetrahydro‐2 H ‐pyrans 4 via the oxonium ion 3 as central intermediate, was conceptually transferred to (alk‐3‐enyloxy)acrylates 6 , which form a related oxonium ion 7 upon treatment with acids ( Scheme 1 ). The scope and utility of this modification of the Prins ‐type cyclization of oxonium ions is discussed exemplarily by means of the syntheses of ten tetrahydro‐2 H ‐pyran and tetrahydrofuran derivatives, featuring diverse substitution patterns as well as different degrees of molecular complexity. These target structures include (±)‐ethyl (2 RS )‐2‐[(2 RS ,4 SR ,6 RS )‐ and (2 SR ,4 RS ,6 SR )‐2‐tetahydro‐4‐hydroxy‐6‐methylpyran‐2‐yl]propanoate ( 23 ), (±)‐ethyl [(2 RS , 3 RS )‐tetrahydro‐3‐isopropenylfuran‐2‐yl]acetate ( 32 ), (±)‐ethyl (2 Z )‐3‐(tetrahydro‐2,2‐dimethylfuran‐3‐yl)acrylate ( 37 ), (±)‐(3a RS ,6 RS , 7a RS )‐octahydro‐7a‐methylbenzofuran‐6‐yl formate ( 42 ), (±)‐ethyl (2 RS ,3 RS ,4a RS ,8 SR ,8a RS )‐hexahydro‐2,5,5,8‐tetramethyl‐7‐oxo‐2 H ,5 H ‐pyrano[4,3‐ b ]pyran‐3‐carboxylate ( 48 ), and (±)‐ethyl (2 RS ,3 RS ,6 SR )‐tetrahydro‐6‐(2‐methoxy‐2‐oxoethyl)‐3‐methyl‐2 H ‐pyran‐2‐carboxylate ( 53 ) (see Schemes 3 and 5–8 ). Besides the stereochemistry and mechanistic details of this versatile oxonium‐ion cyclization, the synthesis of suitable starting materials is also described." @default.
- W2054889920 created "2016-06-24" @default.
- W2054889920 creator A5012380606 @default.
- W2054889920 creator A5057562300 @default.
- W2054889920 creator A5076633150 @default.
- W2054889920 date "2004-11-01" @default.
- W2054889920 modified "2023-10-09" @default.
- W2054889920 title "On the Scope of a<i>Prins</i>-Type Cyclization of Oxonium Ions" @default.
- W2054889920 cites W1960117600 @default.
- W2054889920 cites W1980167045 @default.
- W2054889920 cites W1989319816 @default.
- W2054889920 cites W1996628505 @default.
- W2054889920 cites W1999407650 @default.
- W2054889920 cites W2003398015 @default.
- W2054889920 cites W2003412835 @default.
- W2054889920 cites W2003436041 @default.
- W2054889920 cites W2003913007 @default.
- W2054889920 cites W2085548114 @default.
- W2054889920 cites W2089928496 @default.
- W2054889920 cites W2091026825 @default.
- W2054889920 cites W2094744384 @default.
- W2054889920 cites W2130287260 @default.
- W2054889920 cites W2139960867 @default.
- W2054889920 cites W2141056251 @default.
- W2054889920 cites W2144920975 @default.
- W2054889920 cites W2951939923 @default.
- W2054889920 cites W2952483711 @default.
- W2054889920 doi "https://doi.org/10.1002/hlca.200490248" @default.
- W2054889920 hasPublicationYear "2004" @default.
- W2054889920 type Work @default.
- W2054889920 sameAs 2054889920 @default.
- W2054889920 citedByCount "21" @default.
- W2054889920 countsByYear W20548899202012 @default.
- W2054889920 countsByYear W20548899202013 @default.
- W2054889920 countsByYear W20548899202016 @default.
- W2054889920 countsByYear W20548899202017 @default.
- W2054889920 countsByYear W20548899202019 @default.
- W2054889920 countsByYear W20548899202020 @default.
- W2054889920 countsByYear W20548899202023 @default.
- W2054889920 crossrefType "journal-article" @default.
- W2054889920 hasAuthorship W2054889920A5012380606 @default.
- W2054889920 hasAuthorship W2054889920A5057562300 @default.
- W2054889920 hasAuthorship W2054889920A5076633150 @default.
- W2054889920 hasConcept C145148216 @default.
- W2054889920 hasConcept C155647269 @default.
- W2054889920 hasConcept C161790260 @default.
- W2054889920 hasConcept C178386823 @default.
- W2054889920 hasConcept C178790620 @default.
- W2054889920 hasConcept C185592680 @default.
- W2054889920 hasConcept C2776701986 @default.
- W2054889920 hasConcept C2778074193 @default.
- W2054889920 hasConcept C2779825165 @default.
- W2054889920 hasConcept C2780471494 @default.
- W2054889920 hasConcept C71240020 @default.
- W2054889920 hasConcept C84083412 @default.
- W2054889920 hasConceptScore W2054889920C145148216 @default.
- W2054889920 hasConceptScore W2054889920C155647269 @default.
- W2054889920 hasConceptScore W2054889920C161790260 @default.
- W2054889920 hasConceptScore W2054889920C178386823 @default.
- W2054889920 hasConceptScore W2054889920C178790620 @default.
- W2054889920 hasConceptScore W2054889920C185592680 @default.
- W2054889920 hasConceptScore W2054889920C2776701986 @default.
- W2054889920 hasConceptScore W2054889920C2778074193 @default.
- W2054889920 hasConceptScore W2054889920C2779825165 @default.
- W2054889920 hasConceptScore W2054889920C2780471494 @default.
- W2054889920 hasConceptScore W2054889920C71240020 @default.
- W2054889920 hasConceptScore W2054889920C84083412 @default.
- W2054889920 hasIssue "11" @default.
- W2054889920 hasLocation W20548899201 @default.
- W2054889920 hasOpenAccess W2054889920 @default.
- W2054889920 hasPrimaryLocation W20548899201 @default.
- W2054889920 hasRelatedWork W1935673119 @default.
- W2054889920 hasRelatedWork W1998795417 @default.
- W2054889920 hasRelatedWork W2079586059 @default.
- W2054889920 hasRelatedWork W2115418585 @default.
- W2054889920 hasRelatedWork W2211777338 @default.
- W2054889920 hasRelatedWork W2951966061 @default.
- W2054889920 hasRelatedWork W2952917296 @default.
- W2054889920 hasRelatedWork W4233505216 @default.
- W2054889920 hasRelatedWork W4237263162 @default.
- W2054889920 hasRelatedWork W4284972195 @default.
- W2054889920 hasVolume "87" @default.
- W2054889920 isParatext "false" @default.
- W2054889920 isRetracted "false" @default.
- W2054889920 magId "2054889920" @default.
- W2054889920 workType "article" @default.