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European Journal of Organic Chemistry

Volumn , Issue 33, 2009, Pages 5717-5724

Convenient synthesis of N-Terminal Tfm-Dipeptides from unprotected enantiopure α-Tfm-Proline and α-Tfm-alanine

(4) Chaume, Grégory a Lensen, Nathalie a Caupène, Caroline a Brigaud, Thierry a

a Université Paris Seine (France)

Author keywords

Amino acids; Asymmetric synthesis; Fluorine; Peptides; Synthetic methods

Indexed keywords

EID: 72849117497 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.200900768 Document Type: Article

Times cited : (48)

References (39)

1
- 0003416163
- Wiley, New York
- V. P. Kukhar, V. A. Soloshonok in Fluorine Containing Amino Acids: Synthesis and Properties, Wiley, New York, 1995.
- (1995) Fluorine Containing Amino Acids: Synthesis and Properties
- Kukhar, V.P.¹ Soloshonok, V.A.²

2
- 0031132903
- B. Koksch, N. Sewald, H.-J. Hofmann, K. Burger, H.-D. Jakubke, J. Pept. Sci. 1997, 3, 157-167.
- (1997) J. Pept. Sci. , vol.3 , pp. 157-167
- Koksch, B.¹ Sewald, N.² Hofmann, H.-J.³ Burger, K.⁴ Jakubke, H.-D.⁵

3
- 27644457086
- a) C. Jaeckel, B. Koksch, Eur. J. Org. Chem. 2005, 4483-4503;
- (2005) Eur. J. Org. Chem. , pp. 4483-4503
- Jaeckel, C.¹ Koksch, B.²

4
- 0036430153
- b) N. C. Yoder, K. Kumar, Chem. Soc. Rev. 2002, 31, 335-341;
- (2002) Chem. Soc. Rev. , vol.31 , pp. 335-341
- Yoder, N.C.¹ Kumar, K.²

5
- 37849047198
- c) H. Meng, K. Kumar, J. Am. Chem. Soc. 2007, 129, 15615-15622;
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 15615-15622
- Meng, H.¹ Kumar, K.²

6
- 33644646576
- d) M. Molteni, C. Pesenti, M. Sani, A. Volonterio, M. Zanda, J. Fluorine Chem. 2004, 125, 1335-1743;
- (2004) J. Fluorine Chem. , vol.125 , pp. 1335-1743
- Molteni, M.¹ Pesenti, C.² Sani, M.³ Volonterio, A.⁴ Zanda, M.⁵

7
- 11244267140
- e) M. Zanda, New J. Chem. 2004, 28, 1401-1411.
- (2004) New J. Chem. , vol.28 , pp. 1401-1411
- Zanda, M.¹

8
- 53549126092
- a) P. K. Mykhailiuk, S. Afonin, G. V. Palamarchuk, O. V. Shishkin, A. S. Ulrich, I. Komarov, Angew. Chem. Int. Ed. 2008, 47, 5765-5767;
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5765-5767
- Mykhailiuk, P.K.¹ Afonin, S.² Palamarchuk, G.V.³ Shishkin, O.V.⁴ Ulrich, A.S.⁵ Komarov, I.⁶

9
- 39149096557
- b) S. L. Grage, U. H. N. Duerr, S. Afonin, P. K. Mikhailiuk, I. V. Komarov, A. S. Ulrich, J. Magn. Reson. 2008, 191, 16-23;
- (2008) J. Magn. Reson. , vol.191 , pp. 16-23
- Grage, S.L.¹ Duerr, U.H.N.² Afonin, S.³ Mikhailiuk, P.K.⁴ Komarov, I.V.⁵ Ulrich, A.S.⁶

10
- 33748543300
- c) P. K. Mikhailiuk, S. Afonin, A. N. Chernega, E. B. Rusanov, M. O. Platonov, G. G. Dubinina, M. Berditsch, A. S. Ulrich, I. V. Komarov, Angew. Chem. Int. Ed. 2006, 45, 5659-5661.
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 5659-5661
- Mikhailiuk, P.K.¹ Afonin, S.² Chernega, A.N.³ Rusanov, E.B.⁴ Platonov, M.O.⁵ Dubinina, G.G.⁶ Berditsch, M.⁷ Ulrich, A.S.⁸ Komarov, I.V.⁹

11
- 3142782003
- and references cited therein
- For a review, see: a) X.-L. Qiu, W.-D. Meng, F.-L. Qing, Tetrahedron 2004, 60, 6711-6745 and references cited therein;
- (2004) Tetrahedron , vol.60 , pp. 6711-6745
- Qiu, X.-L.¹ Meng, W.-D.² Qing, F.-L.³

12
- 47749099373
- and references cited therein
- b) R. Smits, C. D. Cadicamo, K. Burger, B. Koksch, Chem. Soc. Rev. 2008, 37, 1727-1739, and references cited therein;
- (2008) Chem. Soc. Rev. , vol.37 , pp. 1727-1739
- Smits, R.¹ Cadicamo, C.D.² Burger, K.³ Koksch, B.⁴

13
- 53649099881
- and references cited therein; for an enzymatic resolution see
- c) T. Brigaud, G. Chaume, J. Pytkowicz, F. Huguenot, Chimica Oggi, Chem. Today 2007, 25, 8-10, and references cited therein; for an enzymatic resolution see:
- (2007) Chimica Oggi, Chem. Today , vol.25 , pp. 8-10
- Brigaud, T.¹ Chaume, G.² Pytkowicz, J.³ Huguenot, F.⁴

14
- 2142773131
- d) B. Koksch, P. J. L. M. Quaedflieg, T. Michel, K. Burger, Q. B. Broxterman, H. E. Schoemaker, Tetrahedron: Asymmetry 2004, 15, 1401-1407.
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 1401-1407
- Koksch, B.¹ Quaedflieg, P.J.L.M.² Michel, T.³ Burger, K.⁴ Broxterman, Q.B.⁵ Schoemaker, H.E.⁶

15
- 0026599529
- a) C. Schierlinger, K. Burger, Tetrahedron Lett. 1992, 33, 193-194;
- (1992) Tetrahedron Lett. , vol.33 , pp. 193-194
- Schierlinger, C.¹ Burger, K.²

16
- 0012296106
- b) K. Burger, W. Hollweck, Synlett 1994, 751-753;
- (1994) Synlett , pp. 751-753
- Burger, K.¹ Hollweck, W.²

17
- 0032575223
- c) A. Dal Pozzo, L. Muzi, M. Moroni, R. Rondanin, R. de Castiglione, P. Bravo, M. Zanda, Tetrahedron 1998, 54, 6019-6028;
- (1998) Tetrahedron , vol.54 , pp. 6019-6028
- Dal Pozzo, A.¹ Muzi, L.² Moroni, M.³ Rondanin, R.⁴ De Castiglione, R.⁵ Bravo, P.⁶ Zanda, M.⁷

18
- 0032820314
- d) A. Dal Pozzo, K. Dikovskaya, M. Moroni, M. Fagnoni, L. Vanini, R. Bergonzi, R. de Castiglione, P. Bravo, M. Zanda, J. Chem. Res. Synop. J. Chem. Res. S 1999, 468-469;
- (1999) J. Chem. Res. Synop. J. Chem. Res. S , pp. 468-469
- Dal Pozzo, A.¹ Dikovskaya, K.² Moroni, M.³ Fagnoni, M.⁴ Vanini, L.⁵ Bergonzi, R.⁶ De Castiglione, R.⁷ Bravo, P.⁸ Zanda, M.⁹

19
- 33644855538
- e) A. Dal Pozzo, M. Ni, L. Muzi, R. de Castiglione, R. Mondelli, S. Mazzini, S. Penco, C. Pisano, M. Castorina, G. Giannini, J. Med. Chem. 2006, 49, 1808-1817;
- (2006) J. Med. Chem. , vol.49 , pp. 1808-1817
- Dal Pozzo, A.¹ Ni, M.² Muzi, L.³ De Castiglione, R.⁴ Mondelli, R.⁵ Mazzini, S.⁶ Penco, S.⁷ Pisano, C.⁸ Castorina, M.⁹ Giannini, G.¹⁰

20
- 1342323712
- f) B. Koksch, C. Dahl, G. Radics, A. Vocks, K. Arnold, J. Arnhold, J. Sieler, K. Burger, J. Pept. Sci. 2004, 10, 67-81;
- (2004) J. Pept. Sci. , vol.10 , pp. 67-81
- Koksch, B.¹ Dahl, C.² Radics, G.³ Vocks, A.⁴ Arnold, K.⁵ Arnhold, J.⁶ Sieler, J.⁷ Burger, K.⁸

21
- 0032575235
- g) K. Burger, K. Mutze, W. Hollweck, B. Koksch, Tetrahedron 1998, 54, 5915-5928;
- (1998) Tetrahedron , vol.54 , pp. 5915-5928
- Burger, K.¹ Mutze, K.² Hollweck, W.³ Koksch, B.⁴

22
- 0342748743
- h) B. Koksch, K.Mutze, S. N. Osipov, A. S. Golubev, K. Burger, Tetrahedron Lett. 2000, 41, 3825-3828.
- (2000) Tetrahedron Lett. , vol.41 , pp. 3825-3828
- Koksch, B.¹ Mutze, K.² Osipov, S.N.³ Golubev, A.S.⁴ Burger, K.⁵

23
- 0037459719
- a) S. Thust, B. Koksch, J. Org. Chem. 2003, 68, 2290-2296;
- (2003) J. Org. Chem. , vol.68 , pp. 2290-2296
- Thust, S.¹ Koksch, B.²

24
- 0742269731
- b) S. Thust, B. Koksch, Tetrahedron Lett. 2004, 45, 1163-1165;
- (2004) Tetrahedron Lett. , vol.45 , pp. 1163-1165
- Thust, S.¹ Koksch, B.²

25
- 0033613996
- c) F. Bordusa, C. Dahl, H.-D. Jakubke, K. Burger, B. Koksch, Tetrahedron: Asymmetry 1999, 10, 307-313.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 307-313
- Bordusa, F.¹ Dahl, C.² Jakubke, H.-D.³ Burger, K.⁴ Koksch, B.⁵

26
- 33644958736
- a) Y. Guo, K. Fujiwara, K. Uneyama, Org. Lett. 2006, 8, 827-829;
- (2006) Org. Lett. , vol.8 , pp. 827-829
- Guo, Y.¹ Fujiwara, K.² Uneyama, K.³

27
- 55749094321
- b) A. V. Gulevich, N. E. Shevchenko, E. S. Balenkova, G.-V. Roschenthaler, V. G. Nenajdenko, Tetrahedron 2008, 64, 11706-11712;
- (2008) Tetrahedron , vol.64 , pp. 11706-11712
- Gulevich, A.V.¹ Shevchenko, N.E.² Balenkova, E.S.³ Roschenthaler, G.-V.⁴ Nenajdenko, V.G.⁵

28
- 62349099986
- c) A. V. Gulevich, N. E. Shevchenko, E. S. Balenkova, G.-V. Roschenthaler, V. G. Nenajdenko, Synlett 2009, 64, 403-406.
- (2009) Synlett , vol.64 , pp. 403-406
- Gulevich, A.V.¹ Shevchenko, N.E.² Balenkova, E.S.³ Roschenthaler, G.-V.⁴ Nenajdenko, V.G.⁵

29
- 33750455442
- a) F. Huguenot, T. Brigaud, J. Org. Chem. 2006, 71, 7075-7078;
- (2006) J. Org. Chem. , vol.71 , pp. 7075-7078
- Huguenot, F.¹ Brigaud, T.²

30
- 33846138331
- b) G. Chaume, M.-C. Van Severen, S. Marinkovic, T. Brigaud, Org. Lett. 2006, 8, 6123-6126;
- (2006) Org. Lett. , vol.8 , pp. 6123-6126
- Chaume, G.¹ Van Severen, M.-C.² Marinkovic, S.³ Brigaud, T.⁴

31
- 59649129027
- c) C. Caup̀ne, G. Chaume, L. Ricard, T. Brigaud, Org. Lett. 2009, 11, 209-212;
- (2009) Org. Lett. , vol.11 , pp. 209-212
- Caup̀ne, C.¹ Chaume, G.² Ricard, L.³ Brigaud, T.⁴

32
- 53649111432
- d) G. Chaume, M.-C. Van Severen, L. Ricard, T. Brigaud, J. Fluorine Chem. 2008, 129, 1104-1109;
- (2008) J. Fluorine Chem. , vol.129 , pp. 1104-1109
- Chaume, G.¹ Van Severen, M.-C.² Ricard, L.³ Brigaud, T.⁴

33
- 33644650296
- e) F. Huguenot, T. Brigaud, J. Org. Chem. 2006, 71, 2159-2162.
- (2006) J. Org. Chem. , vol.71 , pp. 2159-2162
- Huguenot, F.¹ Brigaud, T.²

34
- 0030240532
- B. Koksch, D. Ullmann, H.-D. Jakubke, K. Burger, J. Fluorine Chem. 1996, 80, 53-57.
- (1996) J. Fluorine Chem. , vol.80 , pp. 53-57
- Koksch, B.¹ Ullmann, D.² Jakubke, H.-D.³ Burger, K.⁴

35
- 0032546913
- a of alanine
- a of alanine: M. Schlosser, Angew. Chem. Int. Ed. 1998, 37, 1496-1513;
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1496-1513
- Schlosser, M.¹

36
- 0000891630
- Angew. Chem. 1998, 110, 3353-3355.
- (1998) Angew. Chem. , vol.110 , pp. 3353-3355

37
- 0035806327
- a) A. Dal Pozzo, R. Bergonzi, M. Ni, Tetrahedron Lett. 2001, 42, 3925-3927;
- (2001) Tetrahedron Lett. , vol.42 , pp. 3925-3927
- Dal Pozzo, A.¹ Bergonzi, R.² Ni, M.³

38
- 0037031669
- b) A. Dal Pozzo, M. Ni, L. Muzi, A. Caporale, R. de Castiglione, B. Kaptein, Q. B. Broxterman, F. Formaggio, J. Org. Chem. 2002, 67, 6372-6375.
- (2002) J. Org. Chem. , vol.67 , pp. 6372-6375
- Dal Pozzo, A.¹ Ni, M.² Muzi, L.³ Caporale, A.⁴ De Castiglione, R.⁵ Kaptein, B.⁶ Broxterman, Q.B.⁷ Formaggio, F.⁸

39
- 72849136873
- Kantharaju, S. P. Basanagoud, V. V. Suresh Babu, Lett. Pept. Sci. 2002, 9, 111-229.
- (2002) Lett. Pept. Sci. , vol.9 , pp. 111-229
- Kantharaju, S.P.¹ Suresh Babu, B.V.V.²

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