Studies in lipase catalyzed transesterifications: Synthesis of (+)- albicanol, (+)-albicanyl acetate and chiral intermediates useful in the synthesis of drimanes and labdanes

Tetrahedron

Volumn 56, Issue 13, 2000, Pages 1899-1903

  Anilkumar, A T ^a   Sudhir, Uma ^a   Joly, S ^a   Nair, Mangalam S ^a  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

Albicanol; Albicanyl acetate; Chiral intermediates; Drimanes; Labdanes; Lipase

Indexed keywords

ALBICANOL; ALBICANYL ACETATE; DRIMANE; LABDANE; SESQUITERPENE DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; ESTERIFICATION; PARTIAL DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0034708816     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00096-X     Document Type: Article

References (18)

1. (a) Jansen, B. J. M.; de Groot, A. Nat. Prod. Rep. 1991, 8, 309 and references cited therein.
2. (b) Jansen, B. J. M.; de Groot, A. Nat. Prod. Rep. 1991, 8, 319 and references cited therein.
3. Ohta Y., Andersen N.H., Liu C.B. Tetrahedron. 33:1977;617.
4. Hellou J., Andersen R.J., Thompson J.E. Tetrahedron. 38:1982;1875.
5. (a) Shishido, K.; Tokunaga, Y.; Omachi, N.; Hiroya, K.; Fukumoto, K.; Kametani, T. J. Chem. Soc., Chem. Commun. 1989, 1093.
6. (b) Shishido, K.; Tokunaga, Y.; Omachi, N.; Hiroya, K.; Fukumoto, K.; Kametani, T. J. Chem. Soc., Perkin Trans. 1 1990, 2481.
7. Büchi G., Wüest H. Helv. Chim. Acta. 72:1989;996.
8. Mori K., Komatso M. Bull. Soc. Chim. Belg. 95:1986;771.
9. Nair M.S., Anilkumar A.T. Biotechnol. Lett. 16:1994;161.
10. Kato M., Tooyama Y., Yoshikushi A. Bull. Chem. Soc. Jpn. 64:1991;50.
11. (a) Nair, M. S.; Anilkumar, A. T. Synth. Commun. 1994, 24, 1085.
12. (b) Nair, M. S.; Anilkumar, A. T. Tetrahedron Asymmetry 1996, 7, 511.
13. (a) Takai, K.; Hotta, Y.; Oshima, K.; Nozaki, H. Bull. Chem Soc. Jpn 1980, 53, 1698.
14. (b) Lombardo, L. Org. Synth. 1987, 65, 81.
15. (c) Takai, K.; Kakiuchi, T.; Kataoka, Y.; Utimoto, K. J. Org. Chem., 1994, 59, 2668.
16. Liapis M., Ragoussis V., Ragoussis N. J. Chem. Soc., Perkin Trans. 1. 1985;815.
17. (a) Armstrong, R. J.; Harris, F. L.; Weiler, L. Can. J. Chem. 1982, 60, 673.
18. (b) Armstrong, R. J.; Harris, F. L.; Weiler, L. Can. J. Chem. 1986, 64, 1002.