Easy access to the voaketone ring system

Tetrahedron

Volumn 54, Issue 18, 1998, Pages 4673-4678

  Lounasmaa, Mauri ^a   Din Belle, David ^a   Tolvanen, Arto ^a  

^a UNIVERSITY OF HELSINKI   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALKALOID; KETOL; QUINOLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG; VOAKETONE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; PRIORITY JOURNAL; SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032580387     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00184-7     Document Type: Article

References (10)

1. 1. Morita, Y.; Hesse, M.; Renner, U.; Schmid, H. Helv. Chim. Acta 1976, 59, 532-551.
2. 2. Walls, F.; Perez, G. Bol. Inst. Quim. Univ. Nal. Anton. Mex. 1962, 14, 32-47 (Chem. Abstr. 1963, 59, 2784f).
3. 3. Rischke, H.; Wilcock, J. D.; Winterfeldt, E. Chem. Ber. 1973, 106, 3106-3118.
4. 4. Lounasmaa, M.; Karinen, K.; Din Belle, D.; Tolvanen, A. Heterocycles 1997, 45, 361-366. Note: in this report hydroxyesters 4a and 4b are drawn as their mirror images.
5. 5. Din Belle, D.; Tolvanen, A.; Lounasmaa, M. Tetrahedron 1996, 52, 11361-11378.
6. 13C-NMR: 92.1 (-CHOH-), 69.2 (-CHMeO-). (formula presented)
7. 7. Frigerio, M.; Santagostino, M.; Sputore, S.; Palmisano, G. J. Org. Chem. 1995, 60, 7272-7276.
8. 8. Lounasmaa, M. Curr. Org. Chem. 1998, 2, 63-90.
9. 9. Compound 11, which is racemic, as are all the compounds of this study, is the C-12b epimer of compound 9, as shown below. (formula presented)
10. 10. Lounasmaa, M.; Miikki, L.; Tolvanen, A. Tetrahedron 1997, 53, 5349-5356.