Matches in SemOpenAlex for { <https://semopenalex.org/work/W2030600504> ?p ?o ?g. }
Showing items 1 to 68 of
68
with 100 items per page.
- W2030600504 endingPage "5928" @default.
- W2030600504 startingPage "5923" @default.
- W2030600504 abstract "Cis- and trans-3-methyl-4-octanolide (1, whiskey lactones) were converted into their thio- (2), thiono- (3), and dithio- (4) derivatives by reaction with phosphorus pentasulfide. The reaction products were characterized by GC−mass spectrometry, 1H NMR spectroscopy, and GC−olfactometry. Two-dimensional NOESY spectra showed that sulfur is incorporated into the ring with reversal of the absolute configuration at C-4, whereas substitution of the keto-oxygen atom by sulfur occurs with retention of ring configuration. The cis- and trans-pairs of 2, 3, and 4 were separated into enantiomers by GC on heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin and heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin as chiral stationary phases. GC−olfactometry revealed a sweet coconut-like odor for the cis-thio- and pleasant mushroom-like flavors for the cis-thiono- and trans-dithio-derivatives of whiskey lactone. Keywords: Whiskey lactone; thio-whiskey lactone; thiono-whiskey lactone; dithio-whiskey lactone; enantioselective GC; GC−MS; 1H NMR" @default.
- W2030600504 created "2016-06-24" @default.
- W2030600504 creator A5020530713 @default.
- W2030600504 creator A5047706065 @default.
- W2030600504 creator A5086504004 @default.
- W2030600504 date "2001-11-16" @default.
- W2030600504 modified "2023-09-30" @default.
- W2030600504 title "Synthesis and Analysis of Thio-, Thiono-, and Dithio-Derivatives of Whiskey Lactone" @default.
- W2030600504 cites W1506025933 @default.
- W2030600504 cites W1969599676 @default.
- W2030600504 cites W1977767206 @default.
- W2030600504 cites W1984279029 @default.
- W2030600504 cites W2017156378 @default.
- W2030600504 cites W2043938082 @default.
- W2030600504 cites W2079011977 @default.
- W2030600504 cites W2113453766 @default.
- W2030600504 cites W2504659551 @default.
- W2030600504 cites W2910228716 @default.
- W2030600504 cites W2953149621 @default.
- W2030600504 doi "https://doi.org/10.1021/jf0107961" @default.
- W2030600504 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11743786" @default.
- W2030600504 hasPublicationYear "2001" @default.
- W2030600504 type Work @default.
- W2030600504 sameAs 2030600504 @default.
- W2030600504 citedByCount "18" @default.
- W2030600504 countsByYear W20306005042014 @default.
- W2030600504 countsByYear W20306005042016 @default.
- W2030600504 countsByYear W20306005042017 @default.
- W2030600504 countsByYear W20306005042021 @default.
- W2030600504 countsByYear W20306005042023 @default.
- W2030600504 crossrefType "journal-article" @default.
- W2030600504 hasAuthorship W2030600504A5020530713 @default.
- W2030600504 hasAuthorship W2030600504A5047706065 @default.
- W2030600504 hasAuthorship W2030600504A5086504004 @default.
- W2030600504 hasConcept C178790620 @default.
- W2030600504 hasConcept C185592680 @default.
- W2030600504 hasConcept C2776612806 @default.
- W2030600504 hasConcept C2780378348 @default.
- W2030600504 hasConcept C2781253882 @default.
- W2030600504 hasConcept C71240020 @default.
- W2030600504 hasConceptScore W2030600504C178790620 @default.
- W2030600504 hasConceptScore W2030600504C185592680 @default.
- W2030600504 hasConceptScore W2030600504C2776612806 @default.
- W2030600504 hasConceptScore W2030600504C2780378348 @default.
- W2030600504 hasConceptScore W2030600504C2781253882 @default.
- W2030600504 hasConceptScore W2030600504C71240020 @default.
- W2030600504 hasIssue "12" @default.
- W2030600504 hasLocation W20306005041 @default.
- W2030600504 hasLocation W20306005042 @default.
- W2030600504 hasOpenAccess W2030600504 @default.
- W2030600504 hasPrimaryLocation W20306005041 @default.
- W2030600504 hasRelatedWork W2057720995 @default.
- W2030600504 hasRelatedWork W2085754972 @default.
- W2030600504 hasRelatedWork W2101163317 @default.
- W2030600504 hasRelatedWork W2134695467 @default.
- W2030600504 hasRelatedWork W2176748083 @default.
- W2030600504 hasRelatedWork W2464191735 @default.
- W2030600504 hasRelatedWork W2950063136 @default.
- W2030600504 hasRelatedWork W2953269865 @default.
- W2030600504 hasRelatedWork W3080854563 @default.
- W2030600504 hasRelatedWork W2061089825 @default.
- W2030600504 hasVolume "49" @default.
- W2030600504 isParatext "false" @default.
- W2030600504 isRetracted "false" @default.
- W2030600504 magId "2030600504" @default.
- W2030600504 workType "article" @default.