Total syntheses of (±)-vestitol and bolusanthin III using a wittig strategy

Synlett

Volumn , Issue 11, 2011, Pages 1605-1607

  Luniwal, Amarjit ^a   Erhardt, Paul W ^a  

^a MEDICAL COLLEGE OF OHIO   (United States)

Author keywords

bolusanthin III; intramolecular Wittig olefination; total syntheses; vestitol

Indexed keywords

1 (2' BENZYLOXY 4 METHOXYPHENYL)ETHANONE; BOLUSANTHIN 3; DIETHYLSTILBESTROL; ESTRADIOL; ISOFLAVAN DERIVATIVE; UNCLASSIFIED DRUG; VESTITOL;

ARTICLE; BENZYLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; HORNER REACTION; MELTING POINT; NUCLEOPHILICITY; WITTIG REACTION;

EID: 79959374622     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1260783     Document Type: Article

References (26)

1. Gharpure S J., Sathiyanarayanan A M., Jonnalagadda P, Tetrahedron Lett. 2008 49 2974 Khupse, R. S.; Sarver, J. G.; Trendel, J. A.; Ellis, N. R.; Reese, M. D.; Wiese, T. E.; Boue, S. M.; Burrow, M. E.; Cleveland, T. E.; Bhatnagar, D.; Erhardt, P. W. J. Med. Chem. 2011, submitted.
2. Pschorr R, Knoffler G, Ann. Chem. 1911 382 50
3. Bonde M R., Millar R L., Ingham J L., Phytochemistry (Elsevier) 1973 12 2957
4. Donnelly [nl]D M. X., Kavanagh P J., Phytochemistry (Elsevier) 1974 13 2587
5. Gottlieb O R., Oliveira A B., Machado-Goncalves T M., Oliveira G G., Pereira S A., Phytochemistry (Elsevier) 1975 14 2495
6. Kurosawa K, Ollis W D., Redman B T., Sutherland I O., Chem. Commun. 1968 1263
7. Abreu-Matos F J., Gottlieb O R., Souza-Andrade C H., Phytochemistry (Elsevier) 1975 825
8. Erasto P, Bojase-Moleta G, Majinda R T., Phytochemistry (Elsevier) 2004 65 875
9. Kajiyama K, Hiraga Y, Takahashi K, Hirata S, Kobayashi S, Sankawa U, Kinoshita T, Biochem. Syst. Ecol. 1993 21 785
10. Fukai T, Marumo A, Kaitou K, Kanda T, Terada S, Nomura T, Life Sci. 2002 71 1449
11. Rohwer M B., Heerden P S., Brandt E V., Bezuidenhoudt B C. B., Ferreira D, J. Chem. Soc., Perkin Trans. 1 1999 3367
12. Khupse R S., Erhardt P W., J. Nat. Prod. 2007 70 1507
13. Khupse R S., Erhardt P W., J. Nat. Prod. 2008 71 275
14. Khupse R S., Erhardt P W., Org. Lett. 2008 10 5007
15. Luniwal A, Khupse R S., Reese M D., Fang L, Erhardt P W., J. Nat. Prod. 2009 72 2072
16. Burali C, Desideri N, Stein M L., Conti C, Orsi N, Eur. J. Med. Chem. 1987 119
17. Kinder F R., Jarosiniski M A., Anderson W K., J. Org. Chem. 1991 56 6475
18. Kumar P, Bodas M S., Org. Lett. 2000 2 3821
19. Evans L A., Griffiths K E., Guthmann H, Murphy [nl]P J., Tetrahedron Lett. 2002 43 299
20. Yuan Y, Men H, Lee C, J. Am. Chem. Soc. 2004 126 14720
21. Yin G, Gao M, She N, Hu S, Wu A, Pan Y, Synthesis 2007 3113
22. Kraus G A., Kim I, Org. Lett. 2003 5 1191
23. Yaun Y, Men H, Lee C, J. Am. Chem. Soc. 2004 126 14720
24. Yoshino H, Tsuchiya Y, Saito I, Tsujii M, Chem. Pharm. Bull. 1987 35 3438
25. Ward D E., Gai Y, Kaller B F., J. Org. Chem. 1995 60 7830
26. Okano K, Okuyama K.-I, Fukuyama T, Tokuyama H, Synlett 2008 1977