Selective oxidation of betulin by Cr(VI) reagents

Chemistry of Natural Compounds

Volumn 38, Issue 1, 2002, Pages 58-61

  Komissarova, N G ^a   Belenkova, N G ^a   Spirikhin, L V ^a   Shitikova, O V ^a   Yunusov, M S ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

28 hydroxylup 20(29) 3 one; 3 oxolup 20(29) en 28 al; 3 hydroxylup 20(29) en 28 one; Betulin; Potassium bichromate; Pyridinium chlorochromate; Pyridinium dichromate; Selective oxidation; Synthesis

Indexed keywords

EID: 0036089987     PISSN: 00093130     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1015733832373     Document Type: Article

References (15)

1. B. N. Kuznetsov, V. A. Levdanskii, A. P. Es'kin, and N. I. Polezhaeva, Khim. Rastit. Syr., 2, 5 (1998).
2. L. B. Son, A. P. Kaplun, A. A. Shpilevskii, Yu. E. Andiya-Pravdii, S. G. Alekseeva, V. B. Grigor'ev, and V. I. Shvets, Bioorg. Khim., 24, 787 (1998).
3. L. Ruzicka, A. Lamberton, and C. W. Christie, Helv. Chim. Acta, 21, 1706 (1938).
4. D. S. H. L. Kim, J. M. Pezzuto, and E. Pisha, Biorg. Med. Chem. Lett., 8, 1707 (1998).
5. D. S. H. L. Kim, Zh. Chen, V. T. Nguyen, J. M. Pezzuto, S. Qiu, and Z.-Z. Lu, Synth. Commun., 27, 1607 (1997).
6. E. J. Corey and G. Schmidt, Tetrahedron Lett., 20, 399 (1979).
7. I.-C. Sun, J.-K. Shen, H.-K. Wang, L. M. Cosentino, and K.-H. Lee, Bioorg. Med. Chem. Lett., 8, 1267 (1998).
8. D. Landini, F. Montanari, and F. Rolla, Synthesis, 2, 134 (1979).
9. L. Ruzicka, H. Brungger, R. Egli, L. Ehmann, M. Furter, and H. Hosli, Helv. Chim. Acta, 15, 431 (1932).
10. U.S. Pat. No. 5869535 (1999); Ref Zh. Khim., 20O128P (1999).
11. L. Titze and T. Eicher, Preparative Organic Chemistry [Russian translation].
12. S. Huneck, Chem. Ber., 98, 1837 (1965).
13. Beilstein, Vol. 6, 2, 937.
14. R. T. Aplin, T. G. Halsall, and T. Norin, J. Chem. Soc., 3269 (1963).
15. M. Zakaria, J. A. D. Jeffreys, P. G. Waterman, and S. M. Zhong, Phytochemistry, 23, 1484 (1994).