THE FORMATION OF α-AMINO AND α-HYDROXY-ALKANEPHOSPHONIC ACIDS IN THE REACTIONS OF PHOSPHITE ESTERS WITH ALDEHYDES AND ALKYL …

HR Hudson, F Ismail, M Pianka…

Index: Hudson, Harry R.; Ismail, Fatima; Pianka, Max; Wan, Chi-Wai Phosphorus, Sulfur and Silicon and Related Elements, 2000 , vol. 164, p. 245 - 257

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Citation Number: 4

Abstract

Abstract The preparation of α-aminoalkanephosphonic acids from triphenyl phosphite, an aldehyde, and ethyl or benzyl carbamate in glacial acetic acid, followed by hydrolysis, is accompanied by the formation of the corresponding α-hydroxyphosphonic acid. Reaction in toluene, using boron trifluoride-etherate as catalyst, affords an alternative reparative procedure but does not prevent the formation of α-hydroxyphosphonic acid. 31P nmr ...