Ruthenium tetroxide oxidation of 3β-acetoxy-28-hydroxy-18-lupene to tricyclic products

Tetrahedron Letters

Volumn 37, Issue 29, 1996, Pages 5187-5190

  Denisenko, Mikhail V ^a   Pokhilo, Natal'ya D ^a   Odinokova, Larisa E ^a   Denisenko, Vladimir A ^a   Uvarova, Nina I ^a  

^a PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

RUTHENIUM DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; MASS SPECTROMETRY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; THIN LAYER CHROMATOGRAPHY;

DION;

EID: 0030586138     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01047-7     Document Type: Article

References (10)

1. 1. Suokas, E.; Hase, T. Acta Chem. Scand. 1975, B29, 139-140.
2. 2. Suokas, E.; Hase, T. Acta Chem. Scand. 1977, B31, 231-234.
3. 3. Yoshifuji, S.; Tanaka, K.; Kawai, T.; Nitta, Y. Chem. Farm. Bull. 1985, 33, 5515-5521.
4. 4. Denisenko, M. V.; Odinokova, L. E.; Uvarova, N. I. Khim. Prirod. Soedin. 1989, 655-664.
5. 5. Denisenko, M. V.; Odinokova, L. E.; Denisenko, V. A.; Uvarova, N. I. Khim. Prirod. Soedin. 1991, 430-431.
6. 6. Denisenko, M. V.; Odinokova, L. E.; Denisenko, V. A.; Uvarova, N. I. Zh. Organich. Khim. 1991, 27, 2174-2181.
7. 7. Odinokova, L. E.; Denisenko, M. V.; Denisenko, V. A.; Uvarova, N. I. Khim. Prirod Soedin. 1992, 210-215.
8. H 0.84 (3H, s, 24-H), 0.85 (3H, s, 23-H), 0.86 (3H, s, 25-H), 0.99 (3H, s, 26-H), 1.02 (3H, s, 27-H), 1.11 (6H, d, J=6.8 Hz, 29-H, 30-H), 2.04 (3H, s, Me of 3-OAc), 3.64 (3H, s, 18-OMe), 4.48 (1H, dd, J=10.5 Hz, J=5.2 Hz, 3α-H), 1.1-1.9, 2.05-2.8 (the rests H).
9. H: 0.84 (3H, s, 24-H), 0.86 (3H, s, 23-H), 0.87 (3H, s, 25-H), 1.00 (3H, s, 26-H), 1.05 (3H, s, 27-H), 2.05 (3H, s, Me of 3-OAc), 2.63 (1H, dd, J=11.2 Hz, J=4.8 Hz, 13β-H), 3.64 (3H, s, 18-OMe), 4.48 (1H, dd, J=10.6 Hz, J=5.0 Hz, 3α-H), 0.8-2.2 (the rests H).
10. H: 0.84 (3H, s, 24-H), 0.86 (3H, s, 23-H), 0.87 (3H, s, 25-H), 0.99 (3H, s, 26-H), 1.11 (3H, s, 27-H), 1,21 (6H, d, J=6.8 Hz, 29-H, 30-H), 2.04 (3H, s, Me of 3-OAc), 2.18 (1H, m, J=14 Hz, J=12 Hz, J=4 Hz), 2.44 (1H, m, J=14 Hz, J=12 Hz, J=5.5 Hz) 2.65 (1H, dd, J=12 Hz, J=4.5 Hz, 13β-H), 2.87 (1H, m, J=6.8 Hz, 20-H), 3.63 (3H, s, 18-OMe), 4.48 (1H, dd, J=10.5 Hz, J=5.5 Hz, 3α-H), 5.89 (2H, q, J=3.2 Hz, 21-H, 22-H), 1.2-1.9 (the rests H).