Mechanistic evidence supporting the biosynthesis of photodeoxytridachione

Tetrahedron Letters

Volumn 44, Issue 40, 2003, Pages 7471-7473

  Brückner, Sébastien ^a   Baldwin, Jack E ^a   Moses, John ^a   Adlington, Robert M ^a   Cowley, Andrew R ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; BIOLOGICAL PRODUCT; PHOTODEOXYTRIDACHIONE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CONJUGATION; CYCLIZATION; PHOTOCHEMISTRY;

EID: 0042335759     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.08.021     Document Type: Article

References (8)

1. Salem L. Science. 191:1976;822.
2. Ireland C., Faulkner D.J. Tetrahedron. 37:(Suppl. 1):1981;233.
3. Miller A.K., Trauner D. Angew. Chem., Int. Ed. Engl. 42:2003;549.
4. Moses J.E., Baldwin J.E., Marquez R., Adlington R.M., Claridge T.D.W., Odell B. Org. Lett. 5:2003;661.
5. Moses J.E., Baldwin J.E., Marquez R., Adlington R.M., Cowley A.R. Org. Lett. 4:2002;3731.
6. Woodward R.B., Hoffmann R. Angew. Chem., Int. Ed. Engl. 8:1969;781.
7. The atomic coordinates for 17 are available upon request from the Cambridge Crystallographic Data Centre, University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW (Deposition number CCDC 209300). The crystallographic numbering system differs from that used in the text; therefore any request should be accompanied by the full literature citation of this paper.
8. Although such photocyclisations have been well studied, we cannot discard the possibility that the reaction mechanism involves a highly stereoselective diradical process.