Stereoselective synthesis of some γ- and δ-fluoro-α-amino acids

Liebigs Annales

Volumn , Issue 6, 1997, Pages 1201-1206

  Kröger, Stefan ^a   Haufe, Günter ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Alkylations; Bromofluoro alkanes; Chiral auxiliaries; Glycine ester imines; Triethylamine tris(hydrofluoride)

Indexed keywords

EID: 0003587243     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970623     Document Type: Article

References (18)

1. R. E. Banks, B. E. Smart, J. C. Tatlow, Organofluorine Chemistry: Principles and Commercial Applications, Plenum Press, New York, 1994.
2. R. Filler, Y. Kobayashi, L. M. Yagupolskii, Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications, Elsevier, Amsterdam, 1993.
3. J. T. Welch, S. Eswarakrishan, Fluorine in Bioorganic Chemistry, Wiley, New York, 1991.
4. V. P. Kukhar, V. A. Soloshonok, Fluorine-containing Amino Acids - Synthesis and Properties, Wiley, Chichester, 1995.
5. G. Haufe, S. Kröger, Amino Acids 1996, 11, 409-424.
6. G. Haufe, S. Kröger, Amino Acids, in press.
7. C. Papgeorgiou, X. Borer, R. R. French, Bioorg. Med. Chem. Lett. 1994, 4, 267-272.
8. U. Schöllkopf, Top. Curr. Chem. 1983, 109, 65-84.
9. S.-I. Yamada, T. Oguri, T. Shioiri, J. Chem. Soc., Chem. Commun. 1976, 136-137.
10. M. McIntosh, R. K. Leavitt, P. Mishra, K. C. Cassidy, J. E. Drake, R. Chadha, J. Org. Chem. 1988, 53, 1947-1952;
11. J. M. McIntosh, P. Mishra, Can. J. Chem. 1986, 64, 726-731;
12. J. M. McIntosh, R. K. Leavitt, Tetrahedron Lett. 1986, 27, 3839-3842.
13. J. Yaozhong, L. Guilan, Z. Changyou, P. Huri, W. Lanjun, M. Aiqiao, Synth. Commun. 1991, 21, 1087-1090.
14. G. Haufe, G. Alvernhe, A. Laurent, T. Ernet, O. Goj, S. Kröger, A. Sattler, Org. Synth., accepted for checking.
15. D. Y. Chi, D. O. Kiesewetter, J. A. Katzenellenbogen, M. R. Kilbourn, M. J. Welch, J. Fluorine Chem. 1986, 31, 99-113.
16. D. Y. Chi, M. R. Kilbourn, J. A. Katzenellenbogen, M. J. Welch, J. Org. Chem. 1987, 52, 658-664.
17. G. Haufe et al., paper to be published.
18. W. H. Kruizinga, J. Bolster, R. M. Kellogg, J. Kamphius, W. H. J. Boesten, E. M. Meiger, H. E. Schoemaker, J. Org. Chem. 1988, 53, 1826-1827.