Matches in SemOpenAlex for { <https://semopenalex.org/work/W2912929571> ?p ?o ?g. }
- W2912929571 endingPage "838" @default.
- W2912929571 startingPage "811" @default.
- W2912929571 abstract "Abstract This account outlines the results obtained in the author’s laboratory on the application of phosphonates in the synthesis of various classes of biologically active cyclopentenones and cyclopentanones. In the first place two general methods for the synthesis of mono-, 1,2- and 1,4-dicarbonyl compounds are presented. The first is based on the use of α-phosphoryl sulfides in conjunction with the Horner reaction while in the second method the oxygenation reaction of α-phosphonate carbanion is a key step. The utility of these two approaches to 1,4-diketones as precursors of cyclopentenones was exemplified by the synthesis of dihydrojasmone and ( Z )-jasmone. The use of simple phosphonates, α-phosphoryl sulfides and β- and γ-ketophosphonates as starting reagents in the synthesis of cyclopentanoid antibiotics (methylenomycin B, racemic desepoxy-4,5-didehydromethylenomycin, enantiomeric sarkomycins) is presented. The synthesis and reactivity of achiral 3-(phosphorylmethyl)cyclopent-2-enone and chiral diastereoisomeric camphor protected 3-(phosphorylmethyl)-4,5-dihydroxycyclopent-2-enones as building blocks is discussed as a platform for developing a new access to a variety of bioactive cyclopentenones. The utility and value of achiral phosphonate building block is demonstrated by the synthesis of racemic and enantiopure prostaglandin B 1 methyl esters and enantiomeric phytoprostanes B 1 type I and II. The range of biologically active compounds prepared from chiral diastereoisomeric cyclopentenone phosphonates is wider. Herein the total syntheses of the following target compounds are presented: enantiomeric isoterreins, natural (−)-neplanocin A and its unnatural (+)-enantiomer, anticancer prostaglandin analogues (enantiomers of TEI-9826, NEPP-11, iso -NEPP-11). The design and synthesis of racemic and four enantiopure stereoisomers of an antiulcer drug rosaprostol is also described." @default.
- W2912929571 created "2019-02-21" @default.
- W2912929571 creator A5012568397 @default.
- W2912929571 date "2019-02-12" @default.
- W2912929571 modified "2023-09-29" @default.
- W2912929571 title "Phosphonate reagents and building blocks in the synthesis of bioactive compounds, natural products and medicines" @default.
- W2912929571 cites W1832393232 @default.
- W2912929571 cites W1970763130 @default.
- W2912929571 cites W1972048156 @default.
- W2912929571 cites W1975803955 @default.
- W2912929571 cites W1980852422 @default.
- W2912929571 cites W1987375395 @default.
- W2912929571 cites W1989897471 @default.
- W2912929571 cites W1991580454 @default.
- W2912929571 cites W1993954706 @default.
- W2912929571 cites W2009808913 @default.
- W2912929571 cites W2011829314 @default.
- W2912929571 cites W2014535598 @default.
- W2912929571 cites W2025616511 @default.
- W2912929571 cites W2027161744 @default.
- W2912929571 cites W2029928976 @default.
- W2912929571 cites W2034523027 @default.
- W2912929571 cites W2038799115 @default.
- W2912929571 cites W2039442486 @default.
- W2912929571 cites W2040159407 @default.
- W2912929571 cites W2052773300 @default.
- W2912929571 cites W2058139838 @default.
- W2912929571 cites W2067711789 @default.
- W2912929571 cites W2074202408 @default.
- W2912929571 cites W2076967193 @default.
- W2912929571 cites W2081141408 @default.
- W2912929571 cites W2083677121 @default.
- W2912929571 cites W2132890864 @default.
- W2912929571 cites W2290060808 @default.
- W2912929571 cites W2322504188 @default.
- W2912929571 cites W2490155530 @default.
- W2912929571 cites W2533047935 @default.
- W2912929571 cites W2949078731 @default.
- W2912929571 cites W2949210054 @default.
- W2912929571 cites W2949266434 @default.
- W2912929571 cites W2949416761 @default.
- W2912929571 cites W2950290060 @default.
- W2912929571 cites W2950596641 @default.
- W2912929571 cites W2951068485 @default.
- W2912929571 cites W2951864623 @default.
- W2912929571 cites W2951986699 @default.
- W2912929571 cites W2951991117 @default.
- W2912929571 cites W2953062733 @default.
- W2912929571 cites W2953189424 @default.
- W2912929571 cites W2953190452 @default.
- W2912929571 cites W2953211134 @default.
- W2912929571 doi "https://doi.org/10.1515/pac-2018-1117" @default.
- W2912929571 hasPublicationYear "2019" @default.
- W2912929571 type Work @default.
- W2912929571 sameAs 2912929571 @default.
- W2912929571 citedByCount "9" @default.
- W2912929571 countsByYear W29129295712020 @default.
- W2912929571 countsByYear W29129295712021 @default.
- W2912929571 countsByYear W29129295712022 @default.
- W2912929571 countsByYear W29129295712023 @default.
- W2912929571 crossrefType "journal-article" @default.
- W2912929571 hasAuthorship W2912929571A5012568397 @default.
- W2912929571 hasBestOaLocation W29129295711 @default.
- W2912929571 hasConcept C114373084 @default.
- W2912929571 hasConcept C146686406 @default.
- W2912929571 hasConcept C161790260 @default.
- W2912929571 hasConcept C178790620 @default.
- W2912929571 hasConcept C185592680 @default.
- W2912929571 hasConcept C202751555 @default.
- W2912929571 hasConcept C21951064 @default.
- W2912929571 hasConcept C2777626080 @default.
- W2912929571 hasConcept C2777903533 @default.
- W2912929571 hasConcept C2779746879 @default.
- W2912929571 hasConcept C35753019 @default.
- W2912929571 hasConcept C40875361 @default.
- W2912929571 hasConcept C486523 @default.
- W2912929571 hasConcept C55493867 @default.
- W2912929571 hasConcept C71240020 @default.
- W2912929571 hasConcept C93237805 @default.
- W2912929571 hasConceptScore W2912929571C114373084 @default.
- W2912929571 hasConceptScore W2912929571C146686406 @default.
- W2912929571 hasConceptScore W2912929571C161790260 @default.
- W2912929571 hasConceptScore W2912929571C178790620 @default.
- W2912929571 hasConceptScore W2912929571C185592680 @default.
- W2912929571 hasConceptScore W2912929571C202751555 @default.
- W2912929571 hasConceptScore W2912929571C21951064 @default.
- W2912929571 hasConceptScore W2912929571C2777626080 @default.
- W2912929571 hasConceptScore W2912929571C2777903533 @default.
- W2912929571 hasConceptScore W2912929571C2779746879 @default.
- W2912929571 hasConceptScore W2912929571C35753019 @default.
- W2912929571 hasConceptScore W2912929571C40875361 @default.
- W2912929571 hasConceptScore W2912929571C486523 @default.
- W2912929571 hasConceptScore W2912929571C55493867 @default.
- W2912929571 hasConceptScore W2912929571C71240020 @default.
- W2912929571 hasConceptScore W2912929571C93237805 @default.
- W2912929571 hasIssue "5" @default.
- W2912929571 hasLocation W29129295711 @default.
- W2912929571 hasOpenAccess W2912929571 @default.