A route to the structure proposed for puetuberosanol and approaches to the natural products marshrin and phebalosin

Tetrahedron

Volumn 59, Issue 24, 2003, Pages 4363-4375

  Gillmore, Adam ^a   Lauret, Christelle ^a,b   Roberts, Stanley M ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b BioFocus DPI   (United Kingdom)

Author keywords

Asymmetric epoxidations; Juli Colonna catalyst; Marshrin analogue, synthesis; Phebalosin, synthesis; Puetuberosanol structure

Indexed keywords

5 [HYDROXY (3 PHENYLOXIRAN 2 YL)METHYL] 2 PHENOXYPHENOL; 8 (3 ACETYLOXIRAN 2 YL) 7 METHOXY 2H CHROMEN 2 ONE; ALCOHOL DERIVATIVE; KETONE DERIVATIVE; MARSHRIN; NATURAL PRODUCT; PHEBALOSIN; PUETUBEROSANOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DARZENS REACTION; OXIDATION; PRIORITY JOURNAL; SYNTHESIS;

DRYAS IULIA;

EID: 0038361102     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00624-0     Document Type: Article

References (24)

1. (a) Lauret C., Roberts S.M. Aldrichim. Acta. 35:(2):2002
2. (b) Porter M.J., Skidmore J. Chem. Commun. 2000;1215.
3. (a) Cappi M.W., Chen W.-P., Flood R.W., Liao Y.W., Roberts S.M., Skidmore J., Smith J.A., Williamson N.W. J. Chem. Soc., Perkin Trans. 1. 1998
4. (b) Chen W.-P., Roberts S.M. J. Chem. Soc., Perkin Trans. 1. 1999;103.
5. (a) Carde L., Davies H., Geller T.P., Roberts S.M. Tetrahedron Lett. 40:1999
6. (b) Carde L., Davies D.H., Roberts S.M. J. Chem. Soc., Perkin Trans. 1. 2000;2455.
7. Khan R.A., Agrawal P.K., Kapil R.S. Phytochemistry. 42:1996;243.
8. Takemura Y., Ju-ichi M., Omura M., Ito C., Furukawa H. Heterocycles. 51:1999;851.
9. (a) Talapatra S.K., Dutta L.N., Talapatra B. Tetrahedron. 29:1973
10. (b) Wickramaratne D.B.M., Kumar V., Balasubramaniam S. Phytochemistry. 23:1984;2964.
11. Evans D.A., Katz J.L., West T.R. Tetrahedron Lett. 39:1998;2937.
12. (a) Adger B.M., Barkley J.V., Bergeron S., Cappi M.W., Flowerdew B.E., Jackson M.P., McCague R., Nugent T.C., Roberts S.M. J. Chem. Soc., Perkin Trans. 1. 1997
13. (b) Bentley P.A., Bergeron S., Cappi M.W., Hibbs D.E., Hursthouse M.B., Nugent T.C., Pulido R., Roberts S.M., Wu L.E. Chem. Commun. 1997;739.
14. Durham D., Kingsbury C.A. J. Chem. Soc., Perkin Trans. 2. 1986;923.
15. Kawakami T., Shibata I., Matsuda H., Sonoda N. Tetrahedron Lett. 35:1994;8625.
16. Ito C., Ju-ichi M., Inoue M., Muraguchi M., Mizuro T., Tanahashi S., Omura M., McPhail D., McPhail A.T., Furukawa H. Chem. Pharm. Bull. Jpn. 37:1989;1957.
17. Jeffery J., David M. Tetrahedron Lett. 39:1998;5751.
18. Delacroix T., Bérillon L., Cahiez G., Knochel P. J. Org. Chem. 65:2000;8108.
19. Ito C., Furukawa H. Chem. Pharm. Bull. Jpn. 35:1987;4277.
20. Nemoto T., Ohshima; T., Shibasaki M. Tetrahedron Lett. 41:2000;9569.
21. Still W.C., Kahn M., Mitra A. J. Org. Chem. 43:1978;2923.
22. Lele S.S., Patel M.G., Sethna S. J. Indian Chem. Soc. 37:1960;775.
23. Ito C., Mizuno T., Tanahashi S., Furukawa H., Ju-Ichi M., Inoue M., Muraguchi M., Omura M., McPhail D.R., McPhail A.T. Chem. Pharm. Bull. 38:1990;2102.
24. Ito C., Furukawa H. Chem. Pharm. Bull. 35:1987;4277.