A convenient chemoenzymatic synthesis of (R)-(-) and (S)-(+)-homo-β- proline

Tetrahedron Asymmetry

Volumn 15, Issue 20, 2004, Pages 3323-3327

  Felluga, Fulvia ^a   Gombac, Valentina ^a   Pitacco, Giuliana ^a   Valentin, Ennio ^a  

^a UNIVERSITY OF TRIESTE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

3 PYRROLIDINEACETIC ACID; 4 AMINOBUTYRIC ACID DERIVATIVE; GLUTARIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SYNTHESIS; ENANTIOMER; HYDROLYSIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; TECHNIQUE;

EID: 5144220946     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.08.036     Document Type: Article

References (32)

1. J.G. Hardman L.E. Limbird A. Goodman Gilman Goodman and Gilman’s The Pharmacological Basis of Therapeutics 10th ed. 2001 Mc Graw-Hill New York Section III
2. P.L. McGeer, and E.G. McGeer G.J. Siegel B. Agranoff R.W. Albens P. Molinoff Basic Neurochemistry: Molecular, Cellular and Medical Aspects 4th ed. 1989 Raven New York
3. P. Krogsgaard-Larsen J. Scheel-Krueger H. Kofod GABA-Neurotransmitters. Pharmacochemical, Biochemical and Pharmacological Aspects 1979 Munksgaard Copenhagen
4. P. Krogsgaard-Larsen, B. Frolund, and B. Ebert The GABA Receptors 2nd ed. 1997 Humana Totowa, New Jersey pp 37â€"81
5. N.G. Bowery, A.L. Hudson, and G.W. Price Neuroscience 20 1987 365 383
6. S.J. Enna The GABA Receptors 1983 Humana Clifton, NJ
7. D.R. Hill, and N.G. Bowery Nature 290 1981 149 152
8. P. Krogsgaard-Larsen, H. Hjeds, E. Falch, F.S. Jorgensen, and L. Nielsen Adv. Drug Res. 17 1988 381 456
9. P. Krogsgaard-Larsen, E. Falch, O.M. Larsson, and A. Schousboe Epilepsy Res. 1 1987 77 93
10. P. Krogsgaard-Larsen, E. Falch, and H. Hjeds Prog. Med. Chem. 22 1985 67 120
11. L. Nielsen, L. Brehm, and P. Krogsgaard-Larsen J. Med. Chem. 33 1990 71 77
12. R. Galeazzi, S. Geremia, G. Mobbili, and M. Orena Tetrahedron: Asymmetry 7 1996 79 88
13. R. Galeazzi, G. Mobbili, and M. Orena Tetrahedron 52 1996 1069 1084
14. B. Cardillo, R. Galeazzi, G. Mobbili, and M. Orena Synlett 11 1995 1159 1160
15. C. Thomas, F. Orecher, and P. Gmeiner Synthesis 1998 1491 1496
16. G.P. Pollini, A. Barco, and G. De Giuli Synthesis 9 1972 44 45
17. D. Seebach, and M. Brenner Helv. Chim. Acta 82 1999 2365 2379
18. B.G. Davies, and V. Bojer Nat. Prod. Rep. 18 2001 618 640
19. K. Faber Biotransformations in Organic Chemistry 4th ed. 2000 Springer-Verlag Berlin
20. E. Schoffers, A. Golebiowski, and C.R. Johnson Tetrahedron 52 1996 3769 3826
21. G.G. Haraldsson The Application of Lipases in Organic Synthesis S. Patai The Chemistry of Functional Groups, Supplement B: The Chemistry of Acid Derivatives Vol. 2 1992 John Wiley and Sons Chichester
22. A.R. Moen, B.H. Hoff, L.K. Hansen, T. Aanthonsen, and E.E. Jacobsen Tetrahedron: Asymmetry 15 2004 1551 1554
23. R. Chenevert, N. Tchedam, S.R. Yannick, and D. Goupil Tetrahedron: Asymmetry 9 1998 4325 4329
24. B. Loubinoux, J.-L. Sinnes, A.C. O'Sullivan, and T. Winkler Tetrahedron 51 1995 3549 3558
25. D.L. Huges, J.J. Bergan, J.S. Amato, M. Bhupathy, J.L. Leazer, J.M. Mc Namara, D.R. Sidler, P.J. Reider, and E.J. Grabowski Org. Chem. 55 1990 6252 6259
26. L.K.-P. Lam, and B. Jones Can. J. Chem. 66 1988 1422 1424
27. E. Santaniello, M. Chiari, P. Ferraboschi, and S. Trave J. Org. Chem. 53 1988 1567 1569
28. L.K.-P. Lam, A.H.F. Hui, and B. Jones J. Org. Chem. 51 1986 2047 2050
29. C.J. Francis, and B. Jones J. Chem. Soc., Chem. Commun. 9 1984 579 580
30. M.A. Brook, and T.H. Chan Synthesis 9 1983 201 203
31. D.L. Flynn, R. Zelle, and P. Grieco J. Org. Chem. 48 1983 2424 2426
32. F. Felluga, G. Pitacco, M. Prodan, S. Pricl, M. Visintin, and E. Valentin Tetrahedron: Asymmetry 12 2001 3241 3249