Enantioselective synthesis of tussilagine and isotussilagine

Tetrahedron Letters

Volumn 39, Issue 49, 1998, Pages 9067-9068

  Ma, Dawei ^a   Zhang, Jianhua ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Enantioselective synthesis; Isotussilagine; Tussilagine

Indexed keywords

ALKALOID; PYRROLIZIDINE DERIVATIVE;

ARTICLE; NUCLEAR OVERHAUSER EFFECT; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032481024     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02076-0     Document Type: Article

References (11)

1. 1. Hartmann, T.; Witte, L. "Chemistry, Biology and Chemoecology of the Pyrrolizidine Alkaloides" in "Alkaloids: Chemical & Biological Perspectives, (Volume 9)", Pelletier (ed), Pergamon Press (1995).
2. 2. a) Liddell, J. R. Nat. Prod. Rep., 1996, 13, 187 and 653.
3. 3. a) Roder, E.; Wiedenfeld, H.; Jost, E. J. Planta Med. 1981, 43, 99.
4. b) Passreiter, C. M.; Willuhn, G.; Roder, E. Planta Med, 1991, 57, A 101.
5. c) Paßreiter, C. M. Phytochemistry, 1992, 31, 4135.
6. 4. Roder, E.; Wiedenfeld, H.; Jost, E. J. Arch. Pharm (Weinheim, Ger.), 1984, 317, 403.
7. 5. a) Ma, D.; Jiang, J. Tetrahedron:Asymmetry, 1998, 9, 575.
8. b) Ma, D.; Ma, J.; Ding, W.; Dai. L. Tetrahedron:Asymmetry, 1996, 7, 2365.
9. 6. Davies, S. G.; Ichihara, O.; Walters, I. A. S. J. Chem. Soc., Perkin Trans, 1, 1994, 1141.
10. 7. Tsunoda, T.; Yamamiya, Y.; Ito, S. Tetrahedron Lett. 1993, 34, 1639.
11. 3) δ 3.84 (dt, J = 10.3, 4.8 Hz, 1H), 3.65 (s, 3H), 3.18 (s, 2H), 3.08 (dt, J = 10.8, 6.8 Hz, 1H), 2.92 (d, J = 8.6 Hz, 1H), 2.68 (m, 1H), 2.10 (m, 1H), 1.98 (m, 2H), 1.80 (m, 1H), 1.20 (s, 3H).