FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1990604903> ?p ?o ?g. }

• W1990604903 endingPage "7248" @default.
• W1990604903 startingPage "7234" @default.
• W1990604903 abstract "The reactivity and selectivity of 3,6-tethered glycosyl donors have been studied using acceptors with different steric and electronic characteristics. Eight (four anomeric pairs) 3,6-bridged-glycosyl donors were synthesized in high yields from their common parent sugars. The glycosylation properties were tested using at least three different acceptors and several promoter systems. Thiophenyl 2,4-di-O-benzyl-3,6-O-(di-tert-butylsilylene)-α-d-glucopyranoside gave α/β mixtures with standard NIS/TfOH mediated activation, whereas the corresponding fluoride was found to be highly β-selective, when using SnCl2/AgB(C6F5)4 as the promoter system. Mannosyl donors were highly α-selective despite the altered conformation. Galactosylations using NIS/TfOH were generally α-selective, but more β-selective using the galactosyl fluoride and depending on the acceptor used. Thiophenyl 2-azido-2-deoxy-4-O-benzyl-3,6-O-(di-tert-butylsilylene)-α-d-glucopyranoside was found to be α-selective . The reactivity of the donors was investigated using competition experiments, and some but not all were found to be highly reactive. Generally it was found that the α-thioglycosides were significantly more reactive than the β; this difference in reactivity was not found for 3,6-anhydro-, armed-(benzylated), or the classic super armed (silylated) donors. A mechanism supporting the unusual observations has been suggested." @default.
• W1990604903 created "2016-06-24" @default.
• W1990604903 creator A5000970401 @default.
• W1990604903 creator A5027669843 @default.
• W1990604903 creator A5060988351 @default.
• W1990604903 date "2013-07-03" @default.
• W1990604903 modified "2023-10-16" @default.
• W1990604903 title "Conformationally Armed 3,6-Tethered Glycosyl Donors: Synthesis, Conformation, Reactivity, and Selectivity" @default.
• W1990604903 cites W1964796328 @default.
• W1990604903 cites W1966704105 @default.
• W1990604903 cites W1970232430 @default.
• W1990604903 cites W1984088856 @default.
• W1990604903 cites W1985040273 @default.
• W1990604903 cites W1985190939 @default.
• W1990604903 cites W1985418070 @default.
• W1990604903 cites W1989022582 @default.
• W1990604903 cites W1991646465 @default.
• W1990604903 cites W2007227521 @default.
• W1990604903 cites W2007872017 @default.
• W1990604903 cites W2008952294 @default.
• W1990604903 cites W2012907277 @default.
• W1990604903 cites W2013647443 @default.
• W1990604903 cites W2014521318 @default.
• W1990604903 cites W2014892820 @default.
• W1990604903 cites W2018418147 @default.
• W1990604903 cites W2020915248 @default.
• W1990604903 cites W2021468143 @default.
• W1990604903 cites W2031981183 @default.
• W1990604903 cites W2034790947 @default.
• W1990604903 cites W2035645563 @default.
• W1990604903 cites W2037503873 @default.
• W1990604903 cites W2040473225 @default.
• W1990604903 cites W2040749769 @default.
• W1990604903 cites W2045591593 @default.
• W1990604903 cites W2047047117 @default.
• W1990604903 cites W2050937290 @default.
• W1990604903 cites W2055613104 @default.
• W1990604903 cites W2059665288 @default.
• W1990604903 cites W2063981461 @default.
• W1990604903 cites W2069105836 @default.
• W1990604903 cites W2073271788 @default.
• W1990604903 cites W2077974464 @default.
• W1990604903 cites W2079616092 @default.
• W1990604903 cites W2086099657 @default.
• W1990604903 cites W2087062984 @default.
• W1990604903 cites W2097889615 @default.
• W1990604903 cites W2111575908 @default.
• W1990604903 cites W2121173659 @default.
• W1990604903 cites W2121389113 @default.
• W1990604903 cites W2127801386 @default.
• W1990604903 cites W2153769173 @default.
• W1990604903 cites W2169589044 @default.
• W1990604903 cites W2312335074 @default.
• W1990604903 cites W2316361014 @default.
• W1990604903 cites W2319237737 @default.
• W1990604903 cites W2327688577 @default.
• W1990604903 cites W2328369942 @default.
• W1990604903 cites W2330066854 @default.
• W1990604903 cites W2332796986 @default.
• W1990604903 cites W2345617183 @default.
• W1990604903 cites W2509193777 @default.
• W1990604903 cites W2951123383 @default.
• W1990604903 cites W2951227770 @default.
• W1990604903 cites W2951278590 @default.
• W1990604903 cites W2952086590 @default.
• W1990604903 cites W2953062926 @default.
• W1990604903 cites W3005008898 @default.
• W1990604903 cites W4237556189 @default.
• W1990604903 cites W53123824 @default.
• W1990604903 doi "https://doi.org/10.1021/jo4012464" @default.
• W1990604903 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23786671" @default.
• W1990604903 hasPublicationYear "2013" @default.
• W1990604903 type Work @default.
• W1990604903 sameAs 1990604903 @default.
• W1990604903 citedByCount "51" @default.
• W1990604903 countsByYear W19906049032013 @default.
• W1990604903 countsByYear W19906049032014 @default.
• W1990604903 countsByYear W19906049032015 @default.
• W1990604903 countsByYear W19906049032016 @default.
• W1990604903 countsByYear W19906049032017 @default.
• W1990604903 countsByYear W19906049032018 @default.
• W1990604903 countsByYear W19906049032019 @default.
• W1990604903 countsByYear W19906049032020 @default.
• W1990604903 countsByYear W19906049032021 @default.
• W1990604903 countsByYear W19906049032022 @default.
• W1990604903 countsByYear W19906049032023 @default.
• W1990604903 crossrefType "journal-article" @default.
• W1990604903 hasAuthorship W1990604903A5000970401 @default.
• W1990604903 hasAuthorship W1990604903A5027669843 @default.
• W1990604903 hasAuthorship W1990604903A5060988351 @default.
• W1990604903 hasConcept C118792377 @default.
• W1990604903 hasConcept C121332964 @default.
• W1990604903 hasConcept C142724271 @default.
• W1990604903 hasConcept C155647269 @default.
• W1990604903 hasConcept C161790260 @default.
• W1990604903 hasConcept C178790620 @default.
• W1990604903 hasConcept C179104552 @default.
• W1990604903 hasConcept C185592680 @default.

• next