Absolute stereochemistry of isosaraine-1 and isosaraine-2

Tetrahedron Letters

Volumn 39, Issue 5-6, 1998, Pages 463-466

  Guo, Yuewei ^a   Trivellone, Enrico ^a   Scognamiglio, Gennaro ^a   Cimino, Guido ^a  

^a Istituto per la Chimica di Molecole di Interesse Biologico   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ISOSARAINE 1; ISOSARAINE 2; UNCLASSIFIED DRUG;

ARTICLE; DRUG IDENTIFICATION; DRUG ISOLATION; METABOLITE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

RENIERA; RENIERA SARAI;

EID: 0032576790     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10576-7     Document Type: Article

References (13)

1. 1. Associated to the National Institute for the Chemistry of Biological System (CNR).
2. 2. Cimino, G.; De Stefano, S.; Scognamiglio, G.; Trivellone, E. Bull. Soc. Chim. Belg. 1986, 95, 783-800.
3. 3. Caprioli, V.; Cimino, G.; De Giulio, A.; Madaio, A.; Scognamiglio, G.; Trivellone, E. Comp. Biochem. Physiol. 1992, 103B, 293-296.
4. 4. Cimino, G.; Mattia, C. A.; Mazzarella, L.; Puliti, R.; Scognamiglio, G.; Spinella, A.; Trivellone, E. Tetrahedron 1989, 45, 3863-3972.
5. 5. Cimino, G.; Scognamiglio, G.; Spinella, A.; Trivellone, E. J. Nat. Prod. 1990, 53, 1519-1525.
6. 6. Guo, Y.-W.; Madaio, A.; Scognamiglio, G.; Trivellone, E.; Cimino, G. Tetrahedron 1996, 52, 8341-8348,
7. 7. Guo, Y.-W.; Madaio, A.; Scognamiglio, G.; Trivellone, E.; Cimino, G. Tetrahedron 1996, 52, 14961-14974.
8. 8. Cimino, G.; Spinella, A.; Trivellone, E. Tetrahedron Lett. 1989, 30, 133-136.
9. 9. Cimino, G.; Fontana, A.; Madaio, A.; Scognamiglio, G.; Trivellone, E. Magn. Resort. Chem. 1991, 29, 327-332.
10. 10. Scott, R. W.; Epperson, J. R.; Heathcock, C. H. J. Am. Chem. Soc. 1994, 116, 8853-8854.
11. 3) δ (ppm): 34.4 (d, C-1), 41.7 (d, C-2), 32.3 (t, C-3), 54.3 (t, C-4), 55.4 (t, C-6), 30.0 (t, C-7), 73.2 (d, C-8), 43.9 (d, C-9), 68.1 (d, C-10), 55.4 (t, C-2'), 42.5 (d, C-3'), 119.5 (d, C-4'), 137.8 (s, C-5'), 55.0 (t, C-6'), 24.8 (t, C-a). 29.7 (t, C-b), 25.8 (t, C-d) 24.2 (t, C-e), 33.8 (t, C-f), 58.0 (t, C-g), 28.5 (t, C-h), 26.0 (t, C-i), 129.4 (t, C-i), 130.8 (t, C-k), 24.9 (t, C-l), 27.7 (t, C-m), 30.9 (t, C-q).
12. 12. Ohtani, I.; Kusumi, T.; Kashman. Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4097 and references cited therein.
13. 3) δ (ppm): 34.1 (d, C-1), 38.6 (d, C-2), 31.9 (t, C-3), 54.5 (t, C-4), 55.3 (t, C-6), 30.5 (t, C-7), 73.2 (d, C-8), 42.6 (d, C-9), 66.8 (d, C-10), 55.0 (t, C-2'), 42.6 (d, C-3'), 119.8 (d, C-4'), 137.9 (s, C-5'), 54.2 (t, C-6'), 24.0 (t, C-a), 29.5 (t, C-b), 26.7 (t, C-e), 33.6 (t, C-f), 57.1 (t, C-g), 23.4 (t, C-h), 26.9 (t, C-i), 22.3 (t, C-o), 28.9 (t, C-p).