Oxobenzo[f]benzopyrans as new fluorescent photolabile protecting groups for the carboxylic function

Tetrahedron

Volumn 62, Issue 51, 2006, Pages 11955-11962

  Piloto, Ana M ^a   Rovira, Daniel ^a   Costa, Susana P G ^a   Gonçalves, M Sameiro T ^a  

^a UNIVERSITY OF MINHO   (Portugal)

Author keywords

Benzopyrans; Fluorophores; Photocleavable groups; Protecting groups; Temporary labels

Indexed keywords

AMINO ACID; BENZOPYRAN DERIVATIVE; CARBOXYLIC ACID;

ARTICLE; FLUORESCENCE; IRRADIATION; LIGHT; PRIORITY JOURNAL; PROTECTION; TIME; WAVEFORM;

EID: 33750744399     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.09.085     Document Type: Article

References (24)

1. Kocienski P.J. In: Enders D., Noyori R., and Trost B.M. (Eds). Protecting Groups (1994), Georg Thieme, Stuttgart
2. Pelliccioli A.P., and Wizz J. Photochem. Photobiol. Sci. 1 (2002) 441
3. Haugland R.P. Handbook of Fluorescent Probes and Research Products. 9th ed. (2002), Molecular Probes, Eugene, OR
4. Madhavan G.R., Balraju V., Mallesham B., Chaknabarti R., and Lohray V.B. Bioorg. Med. Chem. Lett. 13 (2003) 2547
5. Cravotto G., Nano G.M., Palmisano G., and Tagliapietra S. Tetrahedron: Asymmetry 12 (2001) 707
6. Wang C.J., Hsieh Y.J., Chu C.Y., Lin Y.L., and Tseng T.H. Cancer Lett. 183 (2002) 163
7. Kirkiacharian S., Thuy D.T., Sicsic S., Bakhchinian R., Kurkjian R., and Tonnaire T. Il Farmaco 57 (2002) 703
8. Oyamada J., Jia C., Fujiwara Y., and Kitamura T. Chem. Lett. (2002) 380
9. Murray R.D.H., Medez J., and Brown S.A. The Natural Coumarins: Occurrence, Chemistry and Biochemistry (1982), Wiley, New York
10. Siegrist A.E., Hefti H., Meyer H.R., and Schmidt E. Rev. Prog. Colour. 17 (1987) 39
11. Valizadeh H., and Shockravi A. Tetrahedron Lett. 46 (2005) 3501 and cited references
12. Christie R.M., and Lui C.-H. Dyes Pigments 42 (1999) 85 and cited references
13. Lu M., Fedoryak O.D., Moister B.R., and Dore T.M. Org. Lett. 5 (2003) 2119
14. Susuki A.Z., Watanable T., Kawamoto M., Nishiyama K., Yamashita H., Iwamura M., and Furuta T. Org. Lett. 5 (2003) 4867
15. Furuta T., Wang S.S.-H., Dantzker J.L., Dore T.M., Bybee W.J., Callaway E.M., Denk W., and Tsien R.Y. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 1193
16. Furuta T., Hirayama Y., and Iwamura M. Org. Lett. 3 (2001) 1809
17. Iwamura M., Hodota C., and Ishibashi M. Synlett (1991) 35
18. Frade V.H.J., Gonçalves M.S.T., and Moura J.C.V.P. Tetrahedron Lett. 46 (2005) 4949
19. Piloto A.M., Fonseca A.S.C., Costa S.P.G., and Gonçalves M.S.T. Tetrahedron 62 (2006) 9258
20. Tao Z.-F., Qian X., and Fan M. Tetrahedron 53 (1997) 13329
21. Morris J.V., Mahaney M.A., and Huber J.R. J. Phys. Chem. 80 (1976) 969
22. Schade B., Hagen V., Schmidt R., Herbrich R., Krause E., Eckardt T., and Bendig J. J. Org. Chem. 64 (1999) 9109
23. Bodanszky M., and Bodanszky A. The Practice of Peptide Synthesis (1984), Springer, Berlin
24. Maia H.L.S., Monteiro L.S., and Sebastião J. Eur. J. Org. Chem. (2001) 1967