Matches in SemOpenAlex for { <https://semopenalex.org/work/W3000957888> ?p ?o ?g. }
- W3000957888 endingPage "292" @default.
- W3000957888 startingPage "283" @default.
- W3000957888 abstract "Phosphorylation of alcohols is a fundamentally important reaction in both life science and physical science. Product phosphate monoesters play key roles in living organisms, natural products, pharmaceuticals, and organic materials. Most of the chemical methods to date for synthesizing phosphate monoesters, however, require multistep sequences or are limited to specific types of substrates possibly due to harsh conditions. An alternative way to enable the simple production of phosphate monoesters from highly functionalized precursor alcohols is, thus, highly desired. We report herein a catalytic phosphorylation of alcohols with high functional group tolerance using tetrabutylammonium hydrogen sulfate (TBAHS) and phosphoenolpyruvic acid monopotassium salt (PEP-K) as the catalyst and phosphoryl donor, respectively. This method enables the direct introduction of a nonprotected phosphate group to the hydroxy group of a diverse menu of alcohol substrates, including functionalized small molecules, carbohydrates, and unprotected peptides. Nuclear magnetic resonance, mass spectrometric, and density functional theory analyses suggest that an unprecedented mixed anhydride species, generated from PEP-K and TBAHS, acts as an active phosphoryl donor in this reaction. This operationally simple and chemoselective catalytic phosphorylation allows for the efficient production of densely functionalized O-phosphorylated compounds, which are useful in diverse fields including biology and medicine." @default.
- W3000957888 created "2020-01-30" @default.
- W3000957888 creator A5004626824 @default.
- W3000957888 creator A5013465351 @default.
- W3000957888 creator A5017544754 @default.
- W3000957888 creator A5017901546 @default.
- W3000957888 creator A5043801560 @default.
- W3000957888 creator A5054360758 @default.
- W3000957888 creator A5088288669 @default.
- W3000957888 date "2020-01-22" @default.
- W3000957888 modified "2023-10-16" @default.
- W3000957888 title "Catalytic Chemoselective <i>O</i>-Phosphorylation of Alcohols" @default.
- W3000957888 cites W17356407 @default.
- W3000957888 cites W1969802447 @default.
- W3000957888 cites W1973180388 @default.
- W3000957888 cites W1976466999 @default.
- W3000957888 cites W1978513516 @default.
- W3000957888 cites W1991931105 @default.
- W3000957888 cites W1997093700 @default.
- W3000957888 cites W2007352430 @default.
- W3000957888 cites W2035220448 @default.
- W3000957888 cites W2045380299 @default.
- W3000957888 cites W2046239077 @default.
- W3000957888 cites W2049973124 @default.
- W3000957888 cites W2051510417 @default.
- W3000957888 cites W2053285109 @default.
- W3000957888 cites W2059098194 @default.
- W3000957888 cites W2059991546 @default.
- W3000957888 cites W2083787249 @default.
- W3000957888 cites W2097441294 @default.
- W3000957888 cites W2099703232 @default.
- W3000957888 cites W2104726963 @default.
- W3000957888 cites W2105288240 @default.
- W3000957888 cites W2105388112 @default.
- W3000957888 cites W2126224853 @default.
- W3000957888 cites W2134883783 @default.
- W3000957888 cites W2135093769 @default.
- W3000957888 cites W2143380036 @default.
- W3000957888 cites W2146220380 @default.
- W3000957888 cites W2163306024 @default.
- W3000957888 cites W2289511016 @default.
- W3000957888 cites W2313183664 @default.
- W3000957888 cites W2323933637 @default.
- W3000957888 cites W2328828810 @default.
- W3000957888 cites W2419124599 @default.
- W3000957888 cites W2461993137 @default.
- W3000957888 cites W2769451457 @default.
- W3000957888 cites W2899079108 @default.
- W3000957888 cites W2910991240 @default.
- W3000957888 cites W2949844101 @default.
- W3000957888 cites W2951684465 @default.
- W3000957888 cites W2982079496 @default.
- W3000957888 doi "https://doi.org/10.1021/acscentsci.9b01272" @default.
- W3000957888 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/7047436" @default.
- W3000957888 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/32123747" @default.
- W3000957888 hasPublicationYear "2020" @default.
- W3000957888 type Work @default.
- W3000957888 sameAs 3000957888 @default.
- W3000957888 citedByCount "23" @default.
- W3000957888 countsByYear W30009578882020 @default.
- W3000957888 countsByYear W30009578882021 @default.
- W3000957888 countsByYear W30009578882022 @default.
- W3000957888 countsByYear W30009578882023 @default.
- W3000957888 crossrefType "journal-article" @default.
- W3000957888 hasAuthorship W3000957888A5004626824 @default.
- W3000957888 hasAuthorship W3000957888A5013465351 @default.
- W3000957888 hasAuthorship W3000957888A5017544754 @default.
- W3000957888 hasAuthorship W3000957888A5017901546 @default.
- W3000957888 hasAuthorship W3000957888A5043801560 @default.
- W3000957888 hasAuthorship W3000957888A5054360758 @default.
- W3000957888 hasAuthorship W3000957888A5088288669 @default.
- W3000957888 hasBestOaLocation W30009578881 @default.
- W3000957888 hasConcept C11960822 @default.
- W3000957888 hasConcept C161790260 @default.
- W3000957888 hasConcept C178790620 @default.
- W3000957888 hasConcept C185592680 @default.
- W3000957888 hasConcept C21951064 @default.
- W3000957888 hasConcept C2777132085 @default.
- W3000957888 hasConcept C2777332933 @default.
- W3000957888 hasConcept C2781066024 @default.
- W3000957888 hasConcept C32909587 @default.
- W3000957888 hasConcept C521977710 @default.
- W3000957888 hasConcept C55493867 @default.
- W3000957888 hasConceptScore W3000957888C11960822 @default.
- W3000957888 hasConceptScore W3000957888C161790260 @default.
- W3000957888 hasConceptScore W3000957888C178790620 @default.
- W3000957888 hasConceptScore W3000957888C185592680 @default.
- W3000957888 hasConceptScore W3000957888C21951064 @default.
- W3000957888 hasConceptScore W3000957888C2777132085 @default.
- W3000957888 hasConceptScore W3000957888C2777332933 @default.
- W3000957888 hasConceptScore W3000957888C2781066024 @default.
- W3000957888 hasConceptScore W3000957888C32909587 @default.
- W3000957888 hasConceptScore W3000957888C521977710 @default.
- W3000957888 hasConceptScore W3000957888C55493867 @default.
- W3000957888 hasFunder F4320334764 @default.
- W3000957888 hasIssue "2" @default.
- W3000957888 hasLocation W30009578881 @default.
- W3000957888 hasLocation W30009578882 @default.