Summary.
Two simple and convenient methods of transforming easily accessible 4-phosphoranylidene-5(4H)-oxazolones into N-acyl-α-triphenylphosphonioglycinates are described. N-Acyl-α-triphenylphosphonioglycinates react smoothly with heteroatom nucleophiles in the presence of DBU or triethylamine yielding the corresponding α-functionalized glycine derivatives.
Zusammenfassung.
Zwei einfache Methoden zur Überführung der leicht zugänglichen 4-Phosphoranyliden-5(4H)-oxazolone in N-Acyl-α-triphenylphosphonionoglycinate werden beschrieben. Die N-Acyl-α-triphenylphosphonionoglycinate reagieren leicht mit Heteroatomnucleophilen in Gegenwart von DBU oder Triethylamin zu den entsprechenden α-funktionalisierten Glycinderivaten.
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Received June 15, 1998. Accepted (revised) July 21, 1998
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Mazurkiewicz, R., Grymel, M. N-Acyl-a-triphenylphosphonioglycinates:A Novel Cationic Glycine Equivalent and its Reactions with Heteroatom Nucleophiles. Monatshefte fuer Chemie 130, 597–604 (1999). https://doi.org/10.1007/PL00010240
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DOI: https://doi.org/10.1007/PL00010240