Matches in SemOpenAlex for { <https://semopenalex.org/work/W2059526512> ?p ?o ?g. }
Showing items 1 to 86 of
86
with 100 items per page.
- W2059526512 abstract "Abstract Hexafluoroacetone reacts with α-functionalized carboxylic acids (e.g. α-amino. N-alkylamino, α-hydroxy, and α-mercapto acids) to give five-membered ring systems. The net result of this heterocyclization process is the simultaneous protection of the α-functional group and the activation of the carboxylic group. The bis(trifluoromethyl)-substituted heterocyclic compounds are promising intermediates for the syntheses of various types of natural and non- natural α-amino, N-alkylamino, α-hydroxy and α-mercapto acids. Furthermore, the carboxylic group activation is high enough to give satisfactory results on aminolytic ring opening reactions with amino acid and oligopeptide esters. The peptide bond formation as well as the deblocking of the α-functionality occurs simultaneously without racemization. The synthetic potential of hexafluoroacetone will be demonstrated. The role of hexafluoroactone as a protection group is illustrated in various situations: • syntheses of various heterocyclic α-amino, α-hydroxy, and α-mercapto acids [1, 2]; • syntheses of different types of multifunctional α-amino, N-methylamino, α-hydroxy, and α-mercapto acids [3]; • stereoselective syntheses of 4-hydroxyproline and some of its derivatives; • syntheses of new types of siderophores. Its role as an activating reagent for carboxylic groups is demonstrated by economic syntheses of various open-chain dipeptides (e.g. aspartamine [4]), oligopeptides, cyclopeptides (e.g. functionalized 2,5-dioxopiperazines) and peptide analogues (e.g. depsipeptides, azapeptides)." @default.
- W2059526512 created "2016-06-24" @default.
- W2059526512 creator A5008602523 @default.
- W2059526512 creator A5015674674 @default.
- W2059526512 creator A5050242073 @default.
- W2059526512 creator A5072124730 @default.
- W2059526512 creator A5090106546 @default.
- W2059526512 date "1992-08-01" @default.
- W2059526512 modified "2023-09-26" @default.
- W2059526512 title "Hexafluoroacetone, a valuable reagent for protection and activation of α-functionalized carboxylic acids?" @default.
- W2059526512 doi "https://doi.org/10.1016/s0022-1139(00)80606-5" @default.
- W2059526512 hasPublicationYear "1992" @default.
- W2059526512 type Work @default.
- W2059526512 sameAs 2059526512 @default.
- W2059526512 citedByCount "0" @default.
- W2059526512 crossrefType "journal-article" @default.
- W2059526512 hasAuthorship W2059526512A5008602523 @default.
- W2059526512 hasAuthorship W2059526512A5015674674 @default.
- W2059526512 hasAuthorship W2059526512A5050242073 @default.
- W2059526512 hasAuthorship W2059526512A5072124730 @default.
- W2059526512 hasAuthorship W2059526512A5090106546 @default.
- W2059526512 hasConcept C13935069 @default.
- W2059526512 hasConcept C168831097 @default.
- W2059526512 hasConcept C178790620 @default.
- W2059526512 hasConcept C185592680 @default.
- W2059526512 hasConcept C21951064 @default.
- W2059526512 hasConcept C2776442012 @default.
- W2059526512 hasConcept C2779074116 @default.
- W2059526512 hasConcept C2779281246 @default.
- W2059526512 hasConcept C2779746882 @default.
- W2059526512 hasConcept C2779809887 @default.
- W2059526512 hasConcept C2780162798 @default.
- W2059526512 hasConcept C2780263894 @default.
- W2059526512 hasConcept C2780378348 @default.
- W2059526512 hasConcept C31684184 @default.
- W2059526512 hasConcept C40875361 @default.
- W2059526512 hasConcept C515207424 @default.
- W2059526512 hasConcept C55493867 @default.
- W2059526512 hasConcept C60002323 @default.
- W2059526512 hasConcept C71240020 @default.
- W2059526512 hasConceptScore W2059526512C13935069 @default.
- W2059526512 hasConceptScore W2059526512C168831097 @default.
- W2059526512 hasConceptScore W2059526512C178790620 @default.
- W2059526512 hasConceptScore W2059526512C185592680 @default.
- W2059526512 hasConceptScore W2059526512C21951064 @default.
- W2059526512 hasConceptScore W2059526512C2776442012 @default.
- W2059526512 hasConceptScore W2059526512C2779074116 @default.
- W2059526512 hasConceptScore W2059526512C2779281246 @default.
- W2059526512 hasConceptScore W2059526512C2779746882 @default.
- W2059526512 hasConceptScore W2059526512C2779809887 @default.
- W2059526512 hasConceptScore W2059526512C2780162798 @default.
- W2059526512 hasConceptScore W2059526512C2780263894 @default.
- W2059526512 hasConceptScore W2059526512C2780378348 @default.
- W2059526512 hasConceptScore W2059526512C31684184 @default.
- W2059526512 hasConceptScore W2059526512C40875361 @default.
- W2059526512 hasConceptScore W2059526512C515207424 @default.
- W2059526512 hasConceptScore W2059526512C55493867 @default.
- W2059526512 hasConceptScore W2059526512C60002323 @default.
- W2059526512 hasConceptScore W2059526512C71240020 @default.
- W2059526512 hasLocation W20595265121 @default.
- W2059526512 hasOpenAccess W2059526512 @default.
- W2059526512 hasPrimaryLocation W20595265121 @default.
- W2059526512 hasRelatedWork W163771519 @default.
- W2059526512 hasRelatedWork W1972083088 @default.
- W2059526512 hasRelatedWork W2006733065 @default.
- W2059526512 hasRelatedWork W2014857317 @default.
- W2059526512 hasRelatedWork W2017982914 @default.
- W2059526512 hasRelatedWork W2033038271 @default.
- W2059526512 hasRelatedWork W2053506851 @default.
- W2059526512 hasRelatedWork W2057383552 @default.
- W2059526512 hasRelatedWork W2078146015 @default.
- W2059526512 hasRelatedWork W2081105075 @default.
- W2059526512 hasRelatedWork W2115680360 @default.
- W2059526512 hasRelatedWork W2150896955 @default.
- W2059526512 hasRelatedWork W2165502989 @default.
- W2059526512 hasRelatedWork W2171414838 @default.
- W2059526512 hasRelatedWork W2605241342 @default.
- W2059526512 hasRelatedWork W2951273823 @default.
- W2059526512 hasRelatedWork W2951980027 @default.
- W2059526512 hasRelatedWork W2952035744 @default.
- W2059526512 hasRelatedWork W2952756850 @default.
- W2059526512 hasRelatedWork W1514935521 @default.
- W2059526512 isParatext "false" @default.
- W2059526512 isRetracted "false" @default.
- W2059526512 magId "2059526512" @default.
- W2059526512 workType "article" @default.