Artykuły (WCh)

Stały URI dla kolekcjihttp://hdl.handle.net/11652/155

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  • Pozycja
    Versatile Synthesis of 4-Methylidenepyrazolidin-3-ones Using a Horner–Wadsworth–Emmons Approach
    (2014) Modranka, Jakub; Jakubowski, Rafał; Janecki, Tomasz
    A new, versatile method for the synthesis of, so far unknown, variously substituted 4-methylidenepyrazolidin-3-ones as potential cytotoxic agents is described. Target compounds were synthesized from the corresponding 4-diethoxyphosphorylpyrazolidin-3-ones which were used as Horner–Wadsworth–Emmons ­reagents for the olefination of formaldehyde. 4-Phosphorylpyrazolidin-3-ones were, in turn, obtained starting from the sodium salt of ethyl 2-diethoxyphosphoryl-3-hydroxy-2-propenoate, ethyl 2-acyl-2-diethoxyphosphorylacetates, or 3-methoxy-2-diethoxyphosphorylacrylate and monosubstituted or 1,2-disubstituted hydrazines.
  • Pozycja
    A Tandem Conjugate Addition–Intramolecular Horner–Wadsworth–Emmons Olefination Approach to the Synthesis of Cyclopentene[c]chroman-2-ones and Cyclopent-1-enecarboxylates
    (2014) Deredas, Dariusz; Huben, Krzysztof; Maniukiewicz, Waldemar; Krawczyk, Henryk
    A strategically new approach to cyclopentene[c]chroman- 2-ones and cyclopent-1-enecarboxylates by tandem Michael– Horner–Wadsworth–Emmons reaction of 2,5-hexanedione with 3-(diethoxyphosphoryl)coumarins is described. The products were obtained as single diastereoisomers in high yields.
  • Pozycja
    A Convenient Approach to a Novel Group of Quaternary Amino Acids Containing­ a Geminal Bisphosphonate Moiety
    (2014) Dzięgielewski, Marek; Hejmanowska, Joanna; Albrecht, Łukasz
    Quaternary amino acids containing a geminal bisphosphonate moiety have been synthesized for the first time. The developed two-step reaction sequence utilizes the Michael addition of α-substituted azlactones to a vinylidene bisphosphonate as the key step. The reaction proceeds under catalytic conditions with excellent regioselectivity. Subsequent, acid-mediated azlactone ring opening affords the target quaternary amino acids with good overall yields. Attempts to develop an enantioselective version of the synthetic strategy are described.