Chemoenzymatic total synthesis of the sesquiterpene (-)-patchoulenone

Chemical Communications

Volumn , Issue 17, 1998, Pages 1851-1852

  Banwell, Martin ^a   McLeod, Malcolm ^a  

^a AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ANTIMALARIAL AGENT; SESQUITERPENE;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; ENZYME CHEMISTRY;

EID: 0032494130     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a804980g     Document Type: Article

References (18)

1. B. Trivedi, O. Motl, V. Herout and F. Sorm, Collect. Czech. Chem. Commun., 1954, 29, 1675.
2. C. Thebtaranonth, Y. Thebtaranonth, S. Wanauppathamkul and Y. Yuthavong, Phytochemistry, 1995, 40, 125.
3. A. Hisham, V. Wray, L. Pieters, M. Claeys, R. Dommisse and A. Vlietinck, Magn. Reson. Chem., 1992, 30, 295.
4. H. Achenbach and A. Schwinn, Phytochemistry, 1995, 38, 1037.
5. G. Büchi, W. D. MacLeod Jr. and J. Padilla O. , J. Am. Chem. Soc., 1964, 86, 4438 and refererences cited therein.
6. H. Hikino, K. Ito, K. Aota and T. Takemoto, Chem. Pharm. Bull., 1968, 16, 43.
7. W. F. Erman and L. C. Stone, J. Am. Chem. Soc., 1971, 93, 2821.
8. For reviews on the applications of cis-1,2-dihydrocatechols in synthesis see: D. A. Widdowson, D. W. Ribbons and S. D. Thomas, Janssen Chim. Acta, 1990, 8, 3;
9. H. A. J. Carless, Tetrahedron: Asymmetry, 1992, 3,795;
10. S. M. Brown, and T. Hudlicky, in Organic Synthesis: Theory andApplications, ed. T. Hudlicky, JAI, Greenwich, CT, 1993, vol. 2, 113;
11. T. Hudlicky and J. W. Reed, in Advances in Asymmetric Synthesis, ed. A. Hassner, JAI, Greenwich, CT, 1995, vol. 1, p. 271;
12. T. Hudlicky and A. J. Thorpe, Chem. Commun., 1996, 1993.
13. M. G. Banwell, P. Darmos, D. C. R. Hockless and M. D. McLeod, Synlett., 1998, 897.
14. R. A. Holton and A. D. Williams, J. Org. Chem., 1988, 53, 5981.
15. G. A. Molander and C. Kenny, J. Am. Chem. Soc., 1989, 111, 8236 and references cited therein.
16. H. O. House, C.-Y. Chu, J. M. Wilkins and M. J. Umen, J. Org. Chem., 1975, 40, 1460.
17. T. L. Fevig, R. L. Elliott and D. P. Curran, J. Am. Chem. Soc., 1988, 110, 5064;
18. I. Fleming and I. Paterson, Synthesis, 1979, 736.