A direct and efficient stereocontrolled synthetic route to the pseudopterosins, potent marine antiinflammatory agents

Journal of the American Chemical Society

Volumn 120, Issue 49, 1998, Pages 12777-12782

  Corey, E J ^a   Lazerwith, Scott E ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFLAMMATORY AGENT; CITRONELLAL; KETOL; LIMONENE; MENTHONE; NATURAL PRODUCT; PSEUDOPTEROSIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DIASTEREOISOMER; DRUG POTENCY; DRUG SYNTHESIS; MARINE ENVIRONMENT; STEREOCHEMISTRY;

EID: 0032539199     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983041s     Document Type: Article

References (8)

1. (a) Look, S. A.; Fenical, W.; Matsumoto, G.; Clardy, J. J. Org. Chem. 1986, 51, 5140-5145.
2. (b) Fenical, W. J. Nat. Prod. 1987, 50, 1001-1008.
3. (c) Look, S. A.; Fenical, W. Tetrahedron 1987, 43, 3363-3370.
4. Look, S. A.; Fenical, W.; Jacobs, R. S.; Clardy, J. Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 6238-6240.
5. Personal communication from Professor William Fenical whom we thank for this information and for generously providing samples of naturally derived pseudopterosins A and E.
6. Rouhi, A. M. Chem. Eng. News 1995, November 20, 42-44.
7. Broka, C. A.; Chan, S.; Peterson, B. J. Org. Chem. 1988, 53, 1584-1586.
8. Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805-10816.