2-Fluoro-2-phenylacetic acid as a chiral derivatizing agent. PART VI. Distinction of configurations of its esters with 2,2'-dihydroxy-1,1'-binaphthyl and some derivatives by 19F N.M.R.

Tetrahedron Asymmetry

Volumn 7, Issue 7, 1996, Pages 1961-1966

  Barrelle, Michel ^a   Boyer, Laurence ^a   Chang Fong, Jean ^a   Hamman, Sylvain ^a  

^a UNIV GRENOBLE ALPES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE;

ARTICLE; CHIRALITY; DERIVATIZATION; DRUG STRUCTURE; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; TECHNIQUE;

EID: 0030200586     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00236-4     Document Type: Article

References (28)

1. 1. Part V : Barrelle, M. ; Hamman, S. J. Chem. Research (S) 1995, 316
2. 2. a) Caphar, V. ; Comisso, G. ; Sunsic, V. Synthesis 1981, 85;
3. b) Miyano, S.; Nawar, M. ; Mori, A.; Hashimoto, H. Bull. Chem. Soc. Jpn., 1984, 57, 2171.
4. 3. a) Noyori, R.; Tomina, I. ; Tanimoto, Y. J. Amer. Chem. Soc. 1979, 101, 3129;
5. b) Noyori, R. ; Tomina, I.; Tanimoto, Y. ; Nishizawa, M. J. Amer. Chem.Soc., 1984, 106, 6709 and 6717;
6. c) Nishizawa, M. ; Noyori, R. Tet. Lett., 1980, 21, 2821.
7. 4. a) Lingenfelter, D.S. ; Melgeson, R.C. ; Cram., D.J. J. Org. Chem., 1981, 46, 393;
8. b) Dietz, S.D. ; Eilerts, N.W. ; Heppert, J.A. ; Morton, M.O. Inorg. Chem., 1993, 32, 1698.
9. 5. Tamori, Y. ; Matsuzaka, Y. ; Oi, S. ; Miyano, S. Bull. Chem. Soc. Jpn.. 1991, 64, 2260.
10. 6. a) Kabuto, K. ; Yasuhara, F. ; Yamaguchi, S. Tet. Lett. 1980, 21, 307 and 1981, 22, 659;
11. 6. a) Kabuto, K. ; Yasuhara, F. ; Yamaguchi, S. Tet. Lett. 1980, 21, 307 and 1981, 22, 659;
12. b) Yamaguchi, S. ; Yasuhara, F. ; Kabuto, K. Tetrahedron 1976, 32, 1363.
13. 7. Salvadori, P. ; Rosini, C. ; Bertucci, C. J. Org. Chem.. 1984, 49, 5050;
14. 8. a) Hamman, S. J. Fluor, Chem. 1989, 45, 377;
15. b) Barrelle, M. ; Hamman, S. J. Chem. Research (S) 1990, 100;
16. c) Barrelle, M. ; Hamman, S. Magn. Res. Chem. 1991, 29, 759;
17. d) Hamman, S. J. Fluor. Chem. 1993, 50, 327;
18. e) Hamman, S. J. Fluor. Chem. 1993 , 60, 225;
19. f) Beguin, C.; Hamman, S. ; Kaboré, L. ; Laurent, E. ; Marquet, B. J. Fluor. Chem. 1991, 55, 131;
20. g) Hamman, S. J. Fluor. Chem. 1993 , 62, 5.
21. 9. a) Parker, D. Chem. Rev. 1991, 91, 1441;
22. b) Dale, J.A. ; Mosher, H.S. J. Amer. Chem. Soc. 1968, 90, 3732 and 1973, 95, 512;
23. b) Dale, J.A. ; Mosher, H.S. J. Amer. Chem. Soc. 1968, 90, 3732 and 1973, 95, 512;
24. c) Dale, J.A. ; Dull, D.L. ; Mosher, H.S. J. Org. Chem. 1969, 34, 2543;
25. d) Sullivan, G.R. ; Dale, J.A. ; Mosher, S.H. J. Org. Chem. 1973, 38, 2143;
26. e) Heumann, A. ; Faure, R. J. Org. Chem. 1993, 58, 1276;
27. f) Heumann, A. ; Loufti, A. ; Ortiz, B. Tetrahedron : Asymmetry, 1995, 6, 1073;
28. g) Takeuchi, Y.; Itoh, N.; Nole, H.; Koizumi, T. ; Yamaguchi, K. J. Amer. Chem. Soc., 1991, 113, 6318.