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Synthesis 1995; 1995(9): 1074-1076
DOI: 10.1055/s-1995-4050
short paper
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A Convenient One-Pot Preparation of Disubstituted Phosphinic Acids Derived from Simple Amino Acids and Proline

Marianne Borloo, Xian-Yun Jiao, Halina Wójtowicz, Padinchare Rajan, Christophe Verbruggen, Koen Augustyns, Achiel Haemers*
  • *Department of Pharmaceutical Chemistry, University of Antwerp (UIA), Universiteitsplein, 1, B-2610 Antwerpen, Belgium
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Publication Date:
31 December 2000 (online)

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A facile method for the preparation of both 2-pyrrolidinyl-substituted phosphinic acids and 1-aminoalkylphosphinic acids is described. Reaction of 1-pyrroline trimer or N-tritylalkanamine with bis(trimethylsilyl)phosphonite, followed by silylation with N,O-bis(trimethylsilyl)acetamide gives an intermediate which is used in a Michael addition reaction or an Arbuzov reaction.

phosphinic acids - bis(trimethylsilyl) phosphonite - 1,4-Michael-type addition - Arbuzov reaction - α-aminoalkylphosphinic acid - 2-pyrrolidinylphosphinic acid