Chemoenzymatic one-pot synthesis of enantiopure L-arylalanines from arylaldehydes

European Journal of Organic Chemistry

Volumn , Issue 5, 2006, Pages 1113-1116

  Paizs, Csaba ^a,b   Katona, Adrian ^a   Rétey, János ^a  

^a UNIVERSITY OF KARLSRUHE   (Germany)

^b BABE BOLYAI UNIVERSITY   (Romania)

Author keywords

Broad substrate specificity; Phenylalanine ammonia lyase; Porcine liver esterase; Sonification; Wittig reaction

Indexed keywords

EID: 33644785867     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200500902     Document Type: Article

References (23)

1. A. Dondoni, D. Perrone, M. T. Semola, J. Org. Chem. 1995, 60, 7927-7933.
2. J. Hertel, H. Struthers, C. B. Horj, P. W. Hruz, J. Biol. Chem. 2004, 279, 55147-55152.
3. G. Gerona-Navarro, M. J. Pérez de Vega, M. T. García-Lopez, G. Andrei, R. Snoeck, E. De Clercq, J. Balzarini, R. González Muñiz, J. Med. Chem. 2005, 48, 2612-2621.
4. H. J. Gais, G. Bülow, A. Zatorski, M. Jentsch, P. Maidonis, H. Hemmerle, J. Org. Chem. 1989, 54, 5115-5122.
5. P. Arzel, V. Freida, P. Weber, A. Fadel, Tetrahedron: Asymmetry 1999, 10, 3877-3881.
6. C. M. R. Ribiero, E. N. Passarto, E. C. S. Brenelli, Tetrahedron Lett. 2001, 42, 6477-6479.
7. H. A. Sousa, C. A. M. Afonso, J. P. B. Mota, J. G. Crespo, Ind. Eng. Chem. Res. 2003, 42, 5516-5525.
8. L. Poppe, J. Rétey, Curr. Org. Chem. 2003, 7, 1297-1315.
9. A. Sutherland, C. L. Willis, J. Org. Chem. 1998, 63, 7764-7769.
10. A. Kamal, A. A. Shaik, M. Sandbhor, M. S. Malik, Tetrahedron: Asymmetry 2004, 15, 3939-3944.
11. J. Dambacher, W. Zhao, A. El-Batta, R. Anness, C. Jiang, M. Bergdahl, Tetrahedron Lett. 2005, 46, 4473-4477.
12. V. Viswanatha, V. J. Hruby, J. Org. Chem. 1980, 45, 2010-2012.
13. E. L. Bennett, C. Niemann, J. Am. Chem. Soc. 1950, 72, 1806-1807.
14. H. E. Smith, J. R. Neergaard, J. Am. Chem. Soc. 1997, 119, 116-124.
15. J. Meiwes, M. Schudok, G. Kretzschmar, Tetrahedron: Asymmetry 1997, 8, 527-536.
16. G. Renard, J. C. Guilleux, C. Bore, V. Malta-Valette, D. A. Lerner, Biotechnol. Lett. 1992, 14, 673-678.
17. A. Gloge, B. Langer, L. Poppe, J. Rétey, Arch. Biochem. Biophys. 1998, 359, 1-7.
18. W. Liu, (Great Lakes Chemical Co.) US P 5,981,239 (1999).
19. A. Gloge, J. Zoń, Á. Kovári, L. Poppe, J. Rétey, Chem. Eur. J. 2000, 6, 3386-3390.
20. C. Xiong, W. Wang, C. Cai, V. J. Hruby, J. Org. Chem. 2002, 67, 1399-1402.
21. J. Meiwes, M. Schudok, G. Kretzschmar, Tetrahedron: Asymmetry 1997, 8, 527-536.
22. B. Schuster, J. Rétey, FEBS Lett. 1994, 349, 252-254.
23. M. Baedeker, G. E. Schulz, FEBS Lett. 1999, 457, 57-60.