A real time reaction monitoring using fluorescent dansyl group as a solid-phase leaving group

Tetrahedron Letters

Volumn 44, Issue 31, 2003, Pages 5799-5801

  Suenaga, Toshiro ^a   Schutz, Caroline ^a   Nakata, Tadashi ^a  

^a RIKEN   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DANSYL CHLORIDE;

ARTICLE; COLOR; FLUORESCENCE; METHODOLOGY; MONITORING; SOLID PHASE EXTRACTION; SUBSTITUTION REACTION;

EID: 0038307666     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01406-0     Document Type: Article

References (25)

1. Cin M.D., Davalli S., Marchioro C., Passarini M., Perini O., Provera S., Zaramella A. Farmaco. 57:2002;497.
2. Kaiser E., Colescott R.L., Bossinger C.D., Cook P.I. Anal. Biochem. 34:1970;595.
3. Sarin V.K., Kent S.B.H., Tam J.P., Merrifield R.B. Anal. Biochem. 117:1981;147.
4. Hancock W.S., Battersby J.E. Anal. Biochem. 71:1976;260.
5. Gisin B.F. Anal. Chim. Acta. 58:1972;248.
6. Kay C., Lorthioir O.E., Parr N.J., Congreve M., McKeown S.C., Scicinski J.J., Ley S.V. Biotechnol. Bioeng. 71:2001;110.
7. Yan B., Liu L., Astor C.A., Tang Q. Anal. Chem. 71:1999;4564.
8. Attardi M.E., Falchi A., Taddei M. Tetrahedron Lett. 41:2000;7395.
9. Attardi M.E., Taddei M. Tetrahedron Lett. 42:2001;2927.
10. Reddy M.P., Voelker P.J. Int. J. Pept. Protein Res. 31:1988;345.
11. Kuisle O., Lolo M., Quiñoa E., Riguera R. Tetrahedron. 55:1999;14807.
12. Yan B., Li W. J. Org. Chem. 62:1997;9354.
13. Vazquez J., Albericio F. Tetrahedron Lett. 42:2001;6691.
14. Cournoyer J.J., Kshirsagar T., Fantauzzi P.P., Figliozzi G.M., Makdessian T., Yan B. J. Comb. Chem. 4:2002;120.
15. Attardi M.E., Porcu G., Taddei M. Tetrahedron Lett. 41:2000;7391.
16. Virgilio A.A., Ellman J.A. J. Am. Chem. Soc. 116:1994;11580.
17. Badyal J.P., Cameron A.M., Cameron N.R., Coe D.M., Cox R., Davis B.G., Oates L.J., Oye G., Steel P.G. Tetrahedron Lett. 42:2001;8531.
18. Atherton E., Sheppard R.C. Solid Phase Peptide Synthesis: A Practical Approach. 1989;IRL Press, Oxford.
19. Carpino L.A., Ismail M., Truran G.A., Mansour E.M.E., Iguchi S., Ionescu D., El-Faham A., Riemer C., Warrass R. J. Org. Chem. 64:1999;4324.
20. Fukuyama T., Jow C.-K., Chueng M. Tetrahedron Lett. 36:1995;6373.
21. Miller S.C., Scanlan T.S. J. Am. Chem. Soc. 120:1998;2690.
22. Manabe S., Ito Y. J. Am. Chem. Soc. 124:2002;12638.
23. Dansyl derivative has been used as solid-phase hydroxy protective group: Bergmann F., Pfleiderer W. Helv. Chim. Acta. 77:1994;988. and references cited therein.
24. Solvolysis in aqueous media has been reported: Lawrence C., Bell I.M., Abell C., Leeper F.J. Isr. J. Chem. 36:1996;161.
25. Solution phase Heck reaction was monitored: Stambuli J.P., Stauffer S.R., Shaughnessy K.H., Hartwig J.F. J. Am. Chem. Soc. 123:2001;2677.