Synthesis of non-natural amino acids from N-(p-tolylsulfonyl)-α,β-didehydroamino acid derivatives

European Journal of Organic Chemistry

Volumn , Issue 14, 2003, Pages 2635-2644

  Ferreira, Paula M T ^a   Maia, Hernâni L S ^a   Monteiro, Luís S ^a  

^a UNIVERSITY OF MINHO   (Portugal)

Author keywords

Amino acids; Dihydrofurans; Nitrogen heterocycles; Synthesis design; , Didehydroamino acids

Indexed keywords

ALPHA,ALPHA DIAMINO ACID; ALPHA,BETA DIDEHYDROAMINOBUTYRIC ACID DERIVATIVE; ALPHA,BETA DIDEHYDROPHENYLALANINE DERIVATIVE; AMINE; AMINO ACID DERIVATIVE; BETA AMINO ALPHA,BETA DIDEHYDROAMINO ACID; BETA DICARBONYL DERIVATIVE; CARBON NUCLEOPHILE; DEHYDROPROLINE; DIDEHYDROLANTHIONINE; FURAMINIC AMINO ACID; HISTIDINO ALPHA,BETA DIDEHYDROALANINE; N (4 TOLYLSULFONYL) ALPHA,BETA DIDEHYDROAMINO ACID DERIVATIVE; N (TERT BUTOXYCARBONYL) BETA (1,2,4 TRIAZOL 1 YL) ALPHA,BETA DIDEHYDROALANINE; N (TERT BUTOXYCARBONYL) N (4 TOLYLSULFONYL) ALPHA,BETA DIDEHYDROALANINE; N (TERT BUTOXYCARBONYL) O (4 TOLYLSULFINYL) ALPHA,BETA DIDEHYDROSERINE; OXYGEN NUCLEOPHILE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; CROSS LINKING; SYNTHESIS;

EID: 0041344690     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300103     Document Type: Article

References (19)

1. A. Giannis, T. Kolter, Angew. Chem. 1993, 105, 1303-1326; Angew. Chem. Int. Ed. Engl. 1993, 32, 1244-1267.
2. A. Giannis, T. Kolter, Angew. Chem. 1993, 105, 1303-1326; Angew. Chem. Int. Ed. Engl. 1993, 32, 1244-1267.
3. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, J. Sacramento, J. Chem. Soc., Perkin Trans. 1 1999, 3697-3703.
4. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, J. Sacramento, J. Sebastião, J. Chem. Soc., Perkin Trans. 1 2000, 3317-3324.
5. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, J. Sacramento, Tetrahedron Lett. 2000, 41, 7437-7441.
6. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, J. Sacramento, J. Chem. Soc., Perkin Trans. 1 2001, 3167-3173.
7. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, Tetrahedron Lett. 1998, 39, 9575-9578.
8. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, Tetrahedron Lett. 2002, 43, 4491-4493.
9. [8a] B. Stanovnik, J. Svete, Synlett 2000, 8, 1077-1091.
10. R. Toplak, J. Svete, B. Stanovnik, S. G. Grdadolnik, J. Heterocyclic Chem. 1999, 36, 225-235.
11. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, Tetrahedron Lett. 2002, 43, 4495-4497.
12. T. Nakazawa, T. Suzuki, M. Ishii, Tetrahedron Lett. 1997, 38, 8951-8954.
13. T. Nakazawa, M. Ishii, H.-J. Musiol, L. Moroder, Tetrahedron Lett. 1998, 39, 1381-1384.
14. P. M. T. Ferreira, H. L. S. Maia, L. S. Monteiro, Tetrahedron Lett. 1999, 40, 4099-4102.
15. T. L. Gilchrist, J. Chem. Soc., Perkin Trans. 1 1999, 2849-2866.
16. B. Lagu, M. Pan, M. P. Wachter, Tetrahedron Lett. 2001, 42, 6027-6030.
17. O. Attanasi, P. Fillipone, F. R. Perrulli, S. Santensanio, Tetrahedron 2001, 57, 1387-1394.
18. D. E. DeMong, R. M. Williams, Tetrahedron Lett. 2002, 43, 2355-2357.
19. S. Swaminathan, A. K. Singh, W. Lee, J. J. Venit, K. J. Natalie Jr., J. H. Simpson, R. E. Weaver, L. J. Silverberg, Tetrahedron Lett. 1998, 39, 4769-4772.