Synthesis of orthogonally protected vicinal diamines with amino acid-based skeleton

Letters in Peptide Science

Volumn 9, Issue 4-5, 2002, Pages 187-192

  Juszczyk, Paulina ^a   Łankiewicz, Leszek ^a   Kołodziejczyk, Aleksandra S ^a  

^a UNIVERSITY OF GDA SK   (Poland)

Author keywords

1,2 diamines; Alkylation; Mitsunobu reaction; N aminoalcohols; Vicinal diamines

Indexed keywords

AMINO ACID; AMINOALCOHOL; CARBAMIC ACID DERIVATIVE; DIAMINE; IMIDODICARBONATE; N BENZYLOXYCARBONYLAMINOALCOHOL; N TERT BUTOXYCARBONYLAMINOALCOHOL; NATURAL PRODUCT; SULFONYLCARBAMATE; SULFONYLUREA; UNCLASSIFIED DRUG;

AMINO ACID SYNTHESIS; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CHIRALITY; ENANTIOSELECTIVITY; MITSUNOBU REACTION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0242417125     PISSN: 09295666     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Lucet, D., Le Gall, T. and Mioskowski, C., Angew. Chem. Int. Ed, 37 (1998) 2580.
2. Kasprzykowski, F., Kasprzykowska, R., Pluciñska, K., Wiczk, W., Grubb, A., Hall, A. and Abrahamson, M., Peptides 1996. Proceedings of 24th Eur. Peptide Symp., Ramage, R. and Epton, R., (eds.), Mayflower Scientific, Kingswinford 1998, p. 527-528.
3. Mattingly, P.G., Synthesis (1990) 366.
4. Fabiano, E, Golding, B. T. and Sadeghi, M. M., Synthesis (1987) 190.
5. (a) Henry, J.R., Marcin, L.R., McIntosh, M.C., Scola, P.M., Harris, G.D. and Weinreb, S.M. Tetrahedron Lett., 30 (1989) 5709.
6. (b) Fukuyama, T., Cheung, M. and Kan, T., Synlett. (1999) 1301.
7. (c) Kołodziejczyk, A.S., Sugajska, E., Falkiewicz, B. and Wiśniewski, K., Synlett. (1999) 1606.
8. Falkiewicz, B., Kołodziejczyk, A. S., Liberek, B. and Wiśniewski, K., Tetrahedron, 57 (2001) 7909.
9. Kokotos G., Synthesis (1990) 299.
10. Rodriguez, M., Llinares, M., Doulut, S., Heitz, A. and Martinez, J., Tetrahedron Lett., 32 (1993) 923.
11. Soucek M., Urban J. and Saman D., Collect. Czech. Chem. Commun., 55 (1989) 761.
12. Hamada Y., Shibata M., Suigura T., Kato S. and Shiori T., J. Org. Chem., 52 (1987) 1252.
13. Grehn, L., Gunnarsson, K. and Ragnarsson, U., Acta Chemica Scandynavica, B 40 (1986) 745.
14. Stafford, J.A., Brackeen, M.F., Karnewsky, D.S and Valvano, N.L., Tetrahedron Lett, 34 (1993) 7873.
15. Koppel, I., Koppel, J., Koppel, I., Leito, I., Pihl, V., Wallin, A., Grehn, L. and Ragnarsson U., J. Chem. Soc. Perkin Trans., 2 (1993) 655.
16. Barrett, S., O'Brien, P., Steffens, Ch.H., Towers, T.D. and Voith, M., Tetrahedron, 56 (2000) 9633.
17. Neustadt, B.R., Tetrahedron Lett., 35 (1994) 379.
18. Degerbeck, F., Fransson, B., Grehn, L and Ragnarsson, U., J. Chem. Soc. Perkin Trans., 1 (1992) 245.
19. Nyasse, B., Grehn, L. and Ragnarsson, U., Chem. Commun., (1997) 1017.
20. Miller, S.C. and Scanlan, T.S., J. Am. Chem. Soc., 119 (1997) 2301.