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Synthesis 1995; 1995(2): 141-143
DOI: 10.1055/s-1995-3881
short paper
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Polymer-Bound Triarylphosphine-Iodine Complexes, Convenient Coupling Reagent Systems in Peptide Synthesis

Romualdo Caputo, Ersilia Cassano, Luigi Longobardo* , Domenico Mastroianni, Giovanni Palumbo
  • *Dipartimento di Scienza degli Alimenti, Università di Napoli Federico II, Via Università, 100 I-80055 Portici, Italy
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Publication Date:
31 December 2000 (online)

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N-protected α-amino acids are readily coupled with α-aminoacyl esters by polystyryl diphenylphosphine-iodine complex in very high yields and without detectable racemization. Protecting groups of general use for both amine and carboxyl functions, as well as the common side-chain-function protecting groups, are well tolerated under our experimental conditions. The workup is very easy since the only byproduct formed is a polymer-linked phosphine oxide that is simply filtered off to achieve the coupling product.

triarylphosphine-iodine complex - α-amino acid coupling - peptide bond formation - dipeptides