Selective oxidation of triterpene alcohols by sodium hypochlorite

Chemistry of Natural Compounds

Volumn 40, Issue 2, 2004, Pages 141-143

  Flekhter, O B ^a   Ashavina, O Yu ^a   Smirnova, I E ^a   Baltina, L A ^a   Galin, F Z ^a   Kabal'nova, N N ^a   Tolstikov, G A ^b  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

20 oxo 29 nor betulin; allobetulin; methyl esters of glycyrrhetic acid; oxidation; selectivity; sodium hypochlorite

Indexed keywords

EID: 3242668885     PISSN: 00093130     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:CONC.0000033930.76751.b7     Document Type: Article

References (16)

1. G. A. Lee and H. H. Freedman, Tetrahedron Lett., 17, 1641 (1976).
2. R. V. Stevens, K. T. Chapman, and H. N. Weller, J. Org. Chem., 45, 2030 (1980).
3. G. A. Mirafzal and A. M. Lozeva, Tetrahedron Lett., 39, 7263 (1998).
4. F. J. Moreno-Dorado, F. M. Guerra, F. L. Manzano, F. J. Aladro, Z. D. Jorge, and G. M. Massanet, Tetrahedron Lett., 44, 6691 (2003).
5. T. Honda, B. V. Rounds, L. Bore, F. G. Favaloro, G. W. Gribble, N. Suh, Y. Wang, and M. B. Sporn, Bioorg. Med. Chem. Lett., 9, 3429 (1999).
6. D. S. H. L. Kim, Z. Chem, N. Van Nquen, J. M. Pezzuto, S. Quit, and Z.-Z. Lu, Synth. Commun., 27, 1607 (1997).
7. M. Tori, R. Maisuda, M. Sono, Y. Kohama, and Y. Asakawa, Bull. Chem. Soc. Jpn., 61, 2103 (1988).
8. O. B. Flekhter, O. Yu. Ashavina, E. I. Boreko, L. T. Karachurina, N. I. Pavlova, N. N. Kabal'nova, O. V. Savinova, F. Z. Galin, S. N. Nikolaeva, F. S. Zarudii, L. A. Baltina, and G. A. Tolstikov, Khim.-Farm. Zh., No. 6, 21 (2002).
9. J. Sejbal, J. Klinot, M. Budesinsky, and J. Protiva, Collect. Czech. Chem. Commun., 62, 1905 (1997).
10. R. V. Stevens, K. T. Chapman, C. A. Stubbs, W. W. Tam, and K. F. Albizati, Tetrahedron Lett., 23, 4647 (1982).
11. B. Jursic, Synthesis, 868 (1988).
12. F. A. Macias, A. M. Simonet, and M. D. Esteban, Phytochemistry, 36, 1369 (1994).
13. L. A. Baltina, O. B. Flekhter, Zh. M. Putieva, R. M. Kondratenko, L. V. Krasnova, and G. A. Tolstikov, Khim.-Farm. Zh., No. 4, 47 (1996).
14. T.-S. Li, J.-X. Wang, and X.-J. Zheng, J. Chem. Soc., Perkin Trans. I, 3957 (1998).
15. L. F. Tolstikova and G. A. Tolstikov, Izv. Akad. Nauk Kaz. SSR, Ser. Khim., 21, 65 (1971).
16. F. N. Lugemwa, F.-Y. Huang, M. D. Bentley, M. J. Mendel, and A. R. Alford, J. Agric. Food Chem., 493 (1990).