Conversion of the iridoid glucoside antirrhinoside into 3- azabicyclo[3.3.0]octane building blocks

Journal of Natural Products

Volumn 63, Issue 5, 2000, Pages 592-595

  Franzyk, Henrik ^a   Frederiksen, Signe M ^a   Jensen, Søren Rosendal ^a  

^a TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

GLICLAZIDE; IRIDOID; PROSTACYCLIN DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; REACTION ANALYSIS;

AZA COMPOUNDS; BICYCLO COMPOUNDS; GLUCOSIDES; HYPOGLYCEMIC AGENTS; INDICATORS AND REAGENTS; IRIDOIDS; PYRANS; SUBSTANCE P;

EID: 0034121154     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np9905517     Document Type: Article

References (12)

1. Miyajima, K.; Takemoto, M.; Achiwa, K. Chem. Pharm. Bull. 1991, 39, 3175-3179.
2. Nakai, H.; Arai, Y.; Hamanaka, N.; Hayashi, M. Tetrahedron Lett. 1979, 805-808.
3. Malleron, J.-L.; Peyronel, J.-F.; Desmazeau, P.; M'Houmadi, C.; Planiol, C. Tetrahedron Lett. 1995, 36, 543-546.
4. Taylor, A. R.; Brownsill, R. D.; Grandon, H.; Lefoulon, F.; Petit, A.; Luijten, W.; Kopelman, P. G.; Walther, B. Drug Metab. Dispos. 1996, 24, 55-64.
5. Becker, D. P.; Nosal, R.; Zabrowski, D. L.; Flynn, D. L. Tetrahedron 1997, 53, 1-20.
6. Flynn, D. L.; Zabrowski, D. L. J. Org. Chem. 1990, 55, 3673-3674.
7. Becker, D. P.; Flynn, D. L. Tetrahedron 1993, 49, 5047-5054.
8. Frederiksen, S. M.; Stermitz, F. R. J. Nat. Prod. 1996, 59, 41-46.
9. Franzyk, H.; Frederiksen, S. M.; Jensen, S. R. J. Nat. Prod. 1997, 60, 1012-1016.
10. Franzyk, H.; Jensen S. R.; Rasmussen, J. H. Eur. J. Org. Chem. 1998, 365-370.
11. Franzyk, H.; Rasmussen, J. H.; Mazzei, R. A.; Jensen, S. R. Eur. J. Org. Chem. 1998, 2931-2935.
12. Franzyk, H.; Frederiksen S. M. Jensen S. R. Eur. J. Org. Chem. 1998, 1665-1667.