Enantioselective synthesis of (-)-indolizidine 239AB [(3R,5S,8aR)-3-butyl-5-(3-hydroxypropyl-octahydroindolizine]

Tetrahedron Asymmetry

Volumn 7, Issue 8, 1996, Pages 2211-2212

  Vo Thanh, Giang ^a   Célérier, Jean Pierre ^a   Lhommet, Gérard ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLIZIDINE 239AB; INDOLIZIDINE ALKALOID; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0030220414     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00273-X     Document Type: Article

References (12)

1. 1. Daly, J.W.; Spande, T.F. In Alkaloids; Chemical and Biological Perspectives; Pelletier, S.W.; Ed.; Wiley-Interscience: New York, 1986; Vol. 4, Chapter 1.
2. 2. Tokuyama, T.; Nishimoro, N.; Karle, I.L.; Edwards, M.W.; Daly, S.W. Tetrahedron 1986, 42, 3453.
3. 3. Daly, S.W.; Spande, T.F.; Whittaker, N.; Highet, R.J.; Feigl, D.; Nishimori, N.; Tokuyama, T.; Myers, C.W. J. Nat. Prod. 1986, 49, 265.
4. 4. Machinaga, N.; Kibayashi, C. J. Org. Chem. 1992, 57, 5178.
5. 5. Saliou, C.; Fleurant, A.; Célérier, J.P.; Lhommet, G. Tetrahedron Lett. 1991, 28, 3365.
6. 6. Fleurant, A.; Célérier, J.P.; Lhommet, G. Tetrahedron: Asymmetry 1993, 4, 1429.
7. 7. Vo Thanh, G.; Célérier, J.P.; Fleurant, A.; Grandjean, C.; Rosset, S.; Lhommet, G. Heterocycles 1996, 8, in press.
8. 8. Fleurant, A.; Grandjean, C.; Provot, O.; Rosset, S.; Célérier, J.P.; Lhommet, G. Heterocycles 1993, 5, 929.
9. 9. Luly, J.R.; Dellaria, J.F.; Plattner, J.F.; Soderquist, J.L.; Yi, N. J. Org. Chem. 1987, 52, 1487.
10. 10. Meyers, A.I.; Comins, D.L., Roland, D.M.; Henning, R.; Shimizu, K. J. Am. Chem. Soc. 1979, 101, 7104.
11. 11. Cooke Jr., M.P. J. Org. Chem. 1973, 38, 4082.
12. 3) δ (ppm)=14.2, 23.0, 24.4, 25.0, 26.1, 28.0, 29.0, 29.2, 29.8, 30.8, 31.5, 55.2, 58.7, 59.3, 63.3.