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F. Albericio and E. Giralt, Chemical Approaches to the Synthesis of Pep T Ides and Proteins, CRC Press, Boca Raton, New York
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see also: L. A. Carpino, D. lonescu, A. El-Faham, P. Henklein, H. Wenschuh, M. Dienert and M. Beyermann, Tetrahedron Lett., 1998,39, 241.
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D. Lonescu, A. El-Faham, P. Henklein, H. Wenschuh, M. Dienert and M. Beyermann, Tetrahedron Lett.
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H. Kunz and H. Waldmann, Angew. Chem., Int. Ed. Eng!., 1984,23, 71;
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And H. Waldmann, Angew. Chem., Int. Ed. Eng!.
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Kunz, H.1
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For recent references see: O. Seitz and H. Kunz, J. Org. Chem., 1997, 62, 813; O. Seitz, Tetrahedron Lett., 1999,40,4161.
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N. Thieriet, J. Alsina, E. Giralt, F. Guibé and F. Albericio, Tetrahedron Lett., 1997,38, .7275.
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J. Alsina, E. Giralt, F. Guibé and F. Albericio, Tetrahedron Lett.
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F. Guibé, G. Balavoine, S. Lavielle and A. Marquet, J. Org. Chem.
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A solution phase synthesis in aqueous medium of di-, tri- and tetrapeptides based on temporary Alloc protection and the use of water soluble phosphine ligands for palladium has been reported by Genêt and co-workers (S. Lemaire-Audoire, M. Savignac, E. Blart, J.-M. Bernard and J.-P. Genêt, Tetrahedron Lett., 1997,38, 2955).
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M. Savignac, E. Blart, J.-M. Bernard and J.-P. Genêt, Tetrahedron Lett.
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J.P. Genêt, E. Blart, M. Savignac, S. Lemeune, S. Lemaire-Audoire and J.-M. Bernard, Synlett, 1993,680.
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E. Blart, M. Savignac, S. Lemeune, S. Lemaire-Audoire and J.-M. Bernard, Synlett
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R. Beugelmans, S. Bourdet, A. Bigot and J. Zhu, Tetrahedron Lett., 1994, 35, 4349; R. Beugelmans, L. Neuville, M. Bois-Choussy, J. Chastanet and J. Zhu, Tetrahedron Lett., 1995,36, 3129.
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S. Bourdet, A. Bigot and J. Zhu, Tetrahedron Lett.
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M. Dessolin, M.-G. Guillerez, N. Thieriet, F. Guibé and A. Loffet, Tetrahedron Lett., 1995,36, 5741.
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M.-G. Guillerez, N. Thieriet, F. Guibé and A. Loffet, Tetrahedron Lett.
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Dessolin, M.1
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Pelter, A.1
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Reviews: I. Beletskaya and A. Pelter, Tetrahedron, 1997, 53, 4957; K. Burgess and M.J. Ohlmeyer, Chem. Rev., 1991,91, 1179.
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And A. Pelter, Tetrahedron
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Beletskaya, I.1
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33746391711
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note 2 mol% of Pd(PPh3)4, half-reaction times of less than 5 min at room temperature were found, in our laboratory, for the conversion of the Alloc derivatives of morpholine or Nmethylbenzylamine to the corresponding allylamines. As a comparison, the half-conversion times for Alloc-Val-OMe or Alloc-Tyr(O-f-Bu)-OMe under similar conditions are approximatively 1 h.
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In the presence of 2 mol% of Pd(PPh3)4, half-reaction times of less than 5 min at room temperature were found, in our laboratory, for the conversion of the Alloc derivatives of morpholine or Nmethylbenzylamine to the corresponding allylamines. As a comparison, the half-conversion times for Alloc-Val-OMe or Alloc-Tyr(O-f-Bu)-OMe under similar conditions are approximatively 1 h.
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24
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33746415469
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The concentration of reactants in these control experiments were the same as those used in the deprotection of N"-Alloc derivatives 3 and 4.
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The concentration of reactants in these control experiments were the same as those used in the deprotection of N"-Alloc derivatives 3 and 4.
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27
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33746388138
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2nd edn., 1984, p. 63.
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J.M. Stewart and J. D. Youftg, Solid Phase Peptide Synthesis, Pierce Chemical Company, 2nd edn., 1984, p. 63.
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And J. D. Youftg, Solid Phase Peptide Synthesis, Pierce Chemical Company
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Stewart, J.M.1
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