Simple synthesis of allobetulin, 28-oxyallobetulin and related biomarkers from betulin and betulinic acid catalysed by solid acids

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 23, 1998, Pages 3957-3965

  Li, Tong Shuang ^a   Wang, Jian Xin ^a   Zheng, Xue Jing ^a  

^a HEBEI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748737575     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a806735j     Document Type: Article

References (44)

1. For example: M. M. O'Connell, M. D. Bentley, C. S. Campbell and B. J. W. Cole, Phytochemistry, 1988, 27, 2715;
2. R. Ekman, Holzforschung, 1983, 37, 205.
3. F. N. Lugemwa, F.-Y. Huang, M. D. Bentley, M. J. Mendel and A. R. Alford, J. Agric. Food Chem., 1990, 38, 493.
4. J. Klinot, M. Budesinsky and J. Svetly, Collect. Czech. Chem. Commun., 1990, 55, 766.
5. L. E. Odinokova, M. V. Denisenko, V. A. Denisenko and N. I. Uvarova, Khim. Pr. Soedin., 1988, 212.
6. T. A. Hase, E. Suokas and A. Weckman, Synth. Commun., 1981, 11, 489.
7. G. Berti, F. Bottari, A. Marsili and I. Morelli, Tetrahedron, 1971, 27, 2143.
8. V. G. Platanov, A. D. Zorina, M. A. Gordon, N. P. Chizhov, L. V. Balykina, Yu. D. Milhailov, D. R. Ivanen, T. K. Kvi and A. G. Shavva, Khim.-Farm. Zh., 1995, 29, 42.
9. A. White, E. J. Horsington, N. Nedjar, T. M. Peakman and J. A. Curiale, Tetrahedron Lett., 1998, 39, 3031.
10. V. Jarolim, K. Hejno, M. Streibl, M. Horak and F. Sorm, Collect. Czech. Chem. Commun., 1961, 26, 459.
11. V. Jarolim, K. Hejno and F. Sorm, Collect. Czech. Chem. Commun., 1963, 28, 2443.
12. D. H. R. Barton, W. Carruthers and K. H. Overton, J. Chem. Soc., 1956, 788.
13. H. Schulze and K. Pieroh, Chem. Ber., 1922, 55, 2332.
14. O. Dischendorfer, Monatsh. Chem., 1923, 44, 123.
15. D. H. R. Barton and J. J. Holness, J. Chem. Soc., 1952, 78.
16. W. Lawrie, J. McLean and G. R. Taylor, J. Chem. Soc., 1960, 4303.
17. S. G. Errington, E. L. Ghisalbert and P. R. Jefferies, Aust. J. Chem., 1976, 29, 1809.
18. E. Linkowska, Pol. J. Chem., 1994, 68, 875
19. (Chem. Abstr., 1994, 121, 231096).
20. S. C. Pakrashi and T. B. Samanta, Indian J. Chem., 1969, 7, 522.
21. S. C. Pakrashi, J. Bhattacharyya, S. Mookerjee and T. B. Samanta, Phytochemistry, 1968, 7, 461.
22. A. Cornells and P. Laszlo, Synlett, 1994, 155;
23. T.-S. Li and T.-S. Jin, Youji Huaxue, 1996, 16, 385;
24. D. Ponde, H. B. Borate, A. Sudalai, T. Ravindranathan and V. H. Deshpande, Tetrahedron Lett., 1996, 37, 4605.
25. T.-S. Li, Z.-H. Zhang and C.-G. Fu, Tetrahedron Lett., 1997, 38, 3285;
26. A.-X. Li, T.-S. Li and T.-H. Dine, Chem. Commun., 1998, 1389.
27. T.-S. Li, Y.-T. Yang and Y.-L. Li, J. Chem. Res. (S), 1993, 28;
28. X. Chen, F.-J. Nan, S.-C. Shao, L.-Y. Min, T.-S. Li, Y.-L. Li, Indian J. Chem., Sect. B, 1993, 32, 772;
29. T.-S. Li, J. Hebei Univ., Nat. Sci. Ed., 1996, 16, 71.
30. Y.-C. Xu, A. Bizuneh and C. Walker, J. Org. Chem., 1996, 61, 9086.
31. F. Chavez, S. Suarez and M. Diaz, Synth. Commun., 1994, 24, 2325.
32. G. Blay, M. L. Cardona, M. B. Garcia and J. R. Pedro, Synthesis, 1989, 438.
33. T.-S. Jin, G.-Y. Du, Z.-H. Zhans and T.-S. Li, Synth. Commun., 1997, 27, 2261.
34. G. R. Pettit, B. Green and W. J. Bowyer, J. Org. Chem., 1961, 26, 2879.
35. T.-S. Li, J.-T. Li and H.-Z. Li, J. Chromatogr., A, 1995, 715, 372.
36. H. L. Ten Haven, T. M. Peakman and J. Rullkotter, Geochim. Cosmochim. Acta, 1992, 56, 1993.
37. I. R. Hill, G. W. Smith and E. V. Whitehead, J. Inst. Pet., 1970, 56, 127.
38. J. H. Partterson, Chem. Geol., 1988, 68, 207;
39. J. F. Banfield, B. F. Jones and D. R. Veblen, Geochim. Cosmochim. Acta, 1991, 55, 2795.
40. I. Rubinstein, O. Sieskind and P. Albrecht, J. Chem. Soc., Perkin Trans. 1, 1975, 1833;
41. O. Sieskind, G. Joly and P. Albrecht, Geochim. Cosmochim. Acta, 1979, 43, 1675.
42. D. S. H. L. Kim, Z.-D. Chen, V. T. Nguyen, J. M. Pezzuto, S.-X. Qiu and Z.-Z. Liu, Synth. Commun., 1997, 27, 1607.
43. T. Fujioka, Y. Kashiwada, R. E. Kilkuskie, L. M. Cosentino, L. B. Bailas, J. B. Jiang, W. P. Janzen, I. S. Chen and K. H. Lee, J. Nat. Prod., 1994, 57, 243.
44. J. Klinot and A. Vystreil, Collect. Czech. Chem. Commun., 1964, 29, 516.