Synthesis of 2-(4-carboxybutenyl)- and 2-(4-carboxybutynyl)-cyclopentene-1-carboxamides

Tetrahedron

Volumn 65, Issue 39, 2009, Pages 8176-8184

  Beauchard, Anne ^a   Phillips, Victoria A ^a   Lloyd, Matthew D ^a   Threadgill, Michael D ^a  

^a University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 (4 CARBOXYBUT 1 ENYL)CYCLOPENTENE 1 CARBOXAMIDE DERIVATIVE; 2 (4 CARBOXYPENT 1 YNYL)CYCLOPENTENE 1 CARBOXAMIDE; CYCLOPENTENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; PRIORITY JOURNAL; SONOGASHIRA REACTION; STILLE REACTION; SUZUKI REACTION; SYNTHESIS;

EID: 69049102009     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.07.085     Document Type: Article

References (29)

1. Dugave C., and Demange L. Chem. Rev. 103 (2003) 2475-2532
2. Fischer G., Bang H., and Mech C. Biomed. Biochim. Acta 43 (1984) 1101-1111
3. Lu K.P., Liou Y.-C., and Zhou X.Z. Trends Cell Biol. 12 (2002) 164-172
4. Weiwad M., Küllertz G., Schutkowski M., and Fischer G. FEBS Lett. 478 (2000) 39-42
5. Lippens G., Landrieu I., and Smet C. FEBS J. 274 (2007) 5211-5222
6. Kim H.-O., Ogbu C.O., Nelson S., and Kahn M. Synlett (1998) 1059-1060
7. Anderson B.A., and Harn N.K. Synthesis (1996) 583-585
8. Richardson T.I., Norman B.H., Lugar C.W., Jones S.A., Wang Y., Durbin J.D., Krishnan V., and Dodge J.A. Bioorg. Med. Chem. Lett. 17 (2007) 3570-3574
9. Norman B.H., Dodge J.A., Richardson T.I., Borromeo P.S., Lugar C.W., Jones S.A., Chen K., Wang Y., Durst G.L., Barr R.J., Montrose-Rafizadeh C., Osborne H.E., Amos R.M., Guo S., Boodhoo A., and Krishnan V. J. Med. Chem. 49 (2006) 6155-6157
10. Rao M.L.N., Shimada S., and Tanaka M. Org. Lett. 1 (1999) 1271-1273
11. Saulnier M.G., Kadow J.F., Tun M.M., Langley D.R., and Vyas D.M. J. Am. Chem. Soc. 111 (1989) 8320-8321
12. Michellys P.-Y., Ardecky R.J., Chen J.-H., D'Arrigo J., Grese T.A., Karanewsky D.S., Leibowitz M.D., Liu S., Mais D.A., Mapes C.M., Montrose-Rafizadeh C., Ogilvie K.M., Reifel-Miller A., Rungta D., Thompson A.D., Tyhonas J.S., and Boehm M.F. J. Med. Chem. 46 (2003) 4087-4103
13. Sellès P., and Mueller U. Org. Lett. 6 (2004) 277-279
14. Yao M.-L., and Deng M.-Z. Tetrahedron Lett. 41 (2000) 9083-9087
15. Ishiyama T., Takagi J., Kamon A., and Miyaura N. J. Organomet. Chem. 687 (2003) 284-290
16. Lawrence A.L., Wegner H.A., Jacobsen M.F., Adlington R.M., and Baldwin J.E. Tetrahedron Lett. 47 (2006) 8717-8720
17. Molander G.A., and Ito T. Org. Lett. 3 (2001) 393-396
18. Li H., Yang H., Petersen J.L., and Wang K.K. J. Org. Chem. 69 (2004) 4500-4508
19. Li H., Petersen J.L., and Wang K.K. J. Org. Chem. 68 (2003) 5512-5518
20. Wallace D.J., Klauber D.J., Chen C.-Y., and Volante R.P. Org. Lett. 5 (2003) 4749-4752
21. Trost B.M., Probst G.D., and Schoop A. J. Am. Chem. Soc. 120 (1998) 9228-9236
22. Durrwachter J.R., and Wong C.-H. J. Org. Chem. 53 (1988) 4175-4181
23. Nakatani K., Maekawa S., Tanabe K., and Saito I. J. Am. Chem. Soc. 117 (1995) 10635-10644
24. Lorberth J. J. Organomet. Chem. 16 (1969) 327-331
25. Kikukawa K., Umekawa H., Wada F., and Matsuda T. Chem. Lett. (1988) 881-884
26. Wulff W.D., McCallum J.S., and Kunng F.A. J. Am. Chem. Soc. 110 (1988) 7417-7434
27. Rijkers D.T.S., Adams H.P.H.M., Hemker H.C., and Tesser G.I. Tetrahedron 51 (1995) 11235-11250
28. Babler J.H., and Sarussi S.J. J. Org. Chem. 52 (1987) 3462-3464
29. Henderson D., Richardson K.A., Taylor R.J.K., and Saunders J. Synthesis (1983) 996-997