Direct condensation of carboxylic acids with polyethylene glycols catalyzed by Sc(OTf)3

Tetrahedron Letters

Volumn 43, Issue 46, 2002, Pages 8335-8337

  Chandrasekhar, S ^a   Shameem Sultana, S ^a   Narsihmulu, Ch ^a   Yadav, J S ^a   Gree, R ^b   Guillemin, J C ^b  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b UNIV RENNES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; MACROGOL DERIVATIVE; SCANDIUM; TOLUENE;

ARTICLE; CATALYST; CHEMICAL REACTION; ESTERIFICATION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0037064523     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02008-7     Document Type: Article

References (37)

1. Larock R.C. Comprehesive Organic Transformations. 1989;966 VCH, New York.
2. Beaz G. Trost B.M., Fleming I., Comprehensive Organic Synthesis. 6:1991;323 Pergamon, Oxford.
3. Franklin A.S. J. Chem. Soc., Perkin Trans. 1. 1998;2451.
4. Franklin A.S. J. Chem. Soc., Perkin Trans. 1. 1999;3537.
5. Otera J. Chem. Rev. 93:1993;1449.
6. Hofle G., Steglich W., Vorbruggen H. Angew. Chem., Int. Ed. Engl. 17:1978;569.
7. Hassner A., Krepski L.R., Alexarian V. Tetrahedron. 34:1978;2069.
8. Olah G.A., Keumi D., Meidar D. Synthesis. 1978;929.
9. Masaki Y., Tanaka T., Miura T. Chem. Lett. 1997;55.
10. Izumi Y., Urabe K. Chem. Lett. 1981;663.
11. Kadaba P. Synthesis. 1972;628.
12. Lawrance W.W. Jr. Tetrahedron Lett. 12:1971;3453.
13. Blossey E.C., Neckers B.C. Tetrahedron Lett. 14:1973;1823.
14. Nakao R., Oka K., Fukumoto T. Bull. Chem. Soc. Jpn. 54:1981;1267.
15. Steliou K., Szczygielska-Nowosielska A., Favre A., Poupart M.A., Hanessian S. J. Am. Chem. Soc. 102:1980;7578.
16. Kumar A.K., Chattopadhyay T.K. Tetrahedron Lett. 28:1987;3713.
17. Otera J., Dan-oh N., Nozaki H. J. Org. Chem. 56:1991;5307.
18. Hino M., Arata K. Chem. Lett. 1981;1671.
19. Takahashi K., Shibagaki M., Matsushita H. Bull. Chem. Soc. Jpn. 62:1989;2353.
20. Chen Z., Lizuka T., Tanabe K. Chem. Lett. 1984;1085.
21. Ogawa T., Hikasa T., Ikegami T., Ono N., Suzuki H. J. Chem. Soc., Perkin Trans. 1. 1994;3473.
22. Haslam E. Tetrahedron. 36:1980;2409.
23. Newman M.S. J. Am. Chem. Soc. 63:1941;2431.
24. Antherton E., Sheppard R.C. Solid Phase Peptide Synthesis; A Practical Approach. 1989;Oxford University, Oxford.
25. Gait J.M. Solid Phase Oligonucleotide Synthesis: A Practical Approach. 1989;IRL, Oxford.
26. Erickson B.W., Merrifield R.B. Neurath H., Hill R.L., 3rd ed. The Proteins. 2:1976;255 Academic, New York.
27. Balkenhohl F., v d BusscheHhunnefeld C., Lansky A., Zechel C. Angew. Chem., Int. Ed. Engl. 35:1996;2288
28. (e) Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Tetrahedron report 394, Tetrahedron 1996, 52, 4527.
29. (f) Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Tetrahedron report 418, Tetrahedron 1997, 53, 5643.
30. Wakasugi K., Misaki T., Yamada K., Tanabe Y. Tetrahedron Lett. 41:2000;5249.
31. Ishihara K., Ohara S., Yamamoto H. Science. 290:2000;1140.
32. Otton J., Ratton S., Vasnev V.A., Markova G.D., Nametov K.M., Bakhmutov V.I., Komarova L.I., Vinogradova S.V., Korshak V.V. J. Polym. Sci., Part A: Polym. Chem. 26:1988;2199.
33. Zalipsky S., Gilon C., Zilkha A. J. Macromol. Sci. Chem. A21:1984;839.
34. Lele B.S., Gore M.A., Kulkarni M.G. Synth. Commun. 29:1999;1727.
35. 3.
36. 2).
37. A systematic study of mass fragmentation pattern, and application of this technique for characterization of small molecules will be published elsewhere.