Crystallographic analysis and structural revision of a spiroterpenoid rearrangement product

South African Journal of Chemistry

Volumn 56, Issue , 2003, Pages 60-62

  Lobb, Kevin A ^a   Kaye, Perry T ^a  

^a RHODES UNIVERSITY   (South Africa)

Author keywords

Camphor derivative; Rearrangement; Spiroterpenoid; X ray crystallography

Indexed keywords

TERPENOID DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CRYSTALLOGRAPHY; ISOMERIZATION; REACTION ANALYSIS; X RAY ANALYSIS;

EID: 4243096950     PISSN: 03794350     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (16)

1. G. Helmchen, A. Selim, D. Dorsch and I. Taufer, Tetrahedron Lett., 1983, 24, 3213.
2. P.T. Kaye, R.A. Learmonth and S.S. Ravindran, Synth. Commun., 1993, 23(4), 437; P.T. Kaye and S.S. Ravindran, S. Afr. J. Chem., 1994, 47, 17.
3. P.T. Kaye, R.A. Learmonth and S.S. Ravindran, Synth. Commun., 1993, 23(4), 437; P.T. Kaye and S.S. Ravindran, S. Afr. J. Chem., 1994, 47, 17.
4. P.T. Kaye and W.E. Molema, J. Chem. Soc., Chem. Commun., 1998, 2479; P.T. Kaye and W.E. Molema, Synth. Commun., 1999, 29(11), 1889.
5. P.T. Kaye and W.E. Molema, J. Chem. Soc., Chem. Commun., 1998, 2479; P.T. Kaye and W.E. Molema, Synth. Commun., 1999, 29(11), 1889.
6. P.T. Kaye and S.S. Ravindran, S. Afr. J. Chem., 1995, 48, 64; M.D. Evans and P.T. Kaye, Synth. Commun., 1998, 28(23), 4485.
7. P.T. Kaye and S.S. Ravindran, S. Afr. J. Chem., 1995, 48, 64; M.D. Evans and P.T. Kaye, Synth. Commun., 1998, 28(23), 4485.
8. M.D. Evans and P.T. Kaye, S. Afr. J. Chem., 1998, 51, 160.
9. K.A. Lobb, unpubl. results.
10. Both compounds contain the same number of methyl-, methylene-, methine- and quaternary carbons, and are difficult to differentiate on the basis of the NMR data alone.
11. 20 + 41.5 ± 2.5°) as supplied by Fluka.
12. E. Eliel and S.H. Wilen, Stereochemistry of Carbon Compounds, Wiley, New York, 1994, p. 1205.
13. A.G. Martinez, E.T. Vilar, A.G. Fraile, A.H. Fernandez, S. de la Moya Cerero and F.M. Jimenez, Tetrahedron, 1998, 54, 4607-4614.
14. The results of this ongoing mechanistic/computational study will be published in due course.
15. Isolated as an oil, following radial chromatography, which subsequently afforded crystals.
16. G.M. Sheldrick, SHELX-97. Program for the Refinement of Crystal Structures, University of Göttingen, Germany.