Preparation of the conjugated polyene chains with the 1,4-dimethyl substitution

Tetrahedron Letters

Volumn 45, Issue 38, 2004, Pages 7023-7026

  Jeon, Hye Sun ^a   Koo, Sangho ^a  

^a Myong Ji University   (South Korea)

Author keywords

1,4 Dimethyl substitution; Carotene; Polyene; Prenyl group; Sulfone

Indexed keywords

DIETHYL CHLOROISOPROPYLIDENEMALONATE; MALONIC ACID; POLYENE; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION LINE; ADDITION REACTION; ARTICLE; CONJUGATION; CYCLOPROPANATION; DRUG STRUCTURE; DRUG SYNTHESIS; SUBSTITUTION REACTION; SULFONATION;

EID: 4444383140     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.07.146     Document Type: Article

References (37)

1. H. Pommer Angew. Chem. 72 1960 911 915
2. H. Pommer, and A. Nürrenbach Pure Appl. Chem. 43 1975 527 551
3. O. Isler Pure Appl. Chem. 51 1979 447 462
4. E. Widmer Pure Appl. Chem. 57 1985 741 752
5. K. Bernhard, and H. Mayer Pure Appl. Chem. 63 1991 35 44
6. J. Paust Pure Appl. Chem. 63 1991 45 58
7. A. Koskinen Asymmetric Synthesis of Natural Products 1993 Wiley Chichester pp 168â€"191
8. D.E. Cane D. Barton K. Nakanishi Comprehensive Natural Products Chemistry Vol. 2 1999 Elsevier Oxford 1 13
9. G. Pattenden, and D.J. Sinclair J. Organomet. Chem. 653 2002 261 268
10. M.J. Remuiñán, and G. Pattenden Tetrahedron Lett. 41 2000 7367 7371
11. C. Caline, and G. Pattenden Synlett 2000 1661 1663
12. D. Romo, R.M. Rzasa, H.A. Shea, K. Park, J.M. Langenhan, L. Sun, A. Akhiezer, and J.O. Liu J. Am. Chem. Soc. 120 1998 12237 12254
13. R.M. Rzasa, H.A. Shea, and D. Romo J. Am. Chem. Soc. 120 1998 591 592
14. B.A. Kundim, Y. Itou, Y. Sakagami, R. Fudou, T. Iizuka, S. Yamanaka, and M. Ojika J. Antibiot. 56 2003 630 638
15. R. Fudou, T. Iizuka, S. Sato, T. Ando, N. Shimba, and S. Yamanaka J. Antibiot. 54 2001 153 156
16. R. Fudou, T. Iizuka, and S. Yamanaka J. Antibiot. 54 2001 149 152
17. T. Hu, J.V. Schaus, K. Lam, M.G. Palfreyman, M. Wuonola, G. Gustafson, and J.S. Panek J. Org. Chem. 63 1998 2401 2406
18. R. Jansen, H. Irschik, H. Reichenbach, and G. Hoefle Liebigs Ann. Chem. 1985 822 836
19. H. Irschik, K. Gerth, G. Hoefle, W. Kohl, and H. Reichenbach J. Antibiot. 36 1983 1651 1658
20. W. Kohl, H. Irschik, H. Reichenbach, and G. Hoefle Liebigs Ann. Chem. 1983 1656 1667
21. H. Irschik, K. Gerth, G. Hofle, W. Kohl, and H. Reichenbach J. Antibiot. 36 1983 1651 1658
22. B. Boulin, B. Arreguy-San Miguel, and B. Delmond Synth. Commun. 33 2003 1047 1055
23. M.J. Climent, A. Corma, S. Iborra, and A. Velty Green Chem. 4 2002 474 480
24. J.C.A.A. Roelofs, A.J. Van Dillen, and K.P. De Jong Catal. Lett. 74 2001 91 94
25. R.G. Kelleher, M.A. McKervey, and P. Vibuljan J. Chem. Soc., Chem. Commun. 1980 486 488
26. H. Choi, M. Ji, M. Park, I.-K. Yun, S.-S. Oh, W. Baik, and S. Koo J. Org. Chem. 64 1999 8051 8053
27. M. Ji, H. Choi, M. Park, M. Kee, Y.C. Jeong, and S. Koo Angew. Chem., Int. Ed. 40 2001 3627 3629
28. M. Ji, H. Choi, Y.C. Jeong, J. Jin, W. Baik, S. Lee, J.S. Kim, M. Park, and S. Koo Helv. Chim. Acta 86 2003 2620 2628
29. M. Julia, and D. Arnould Bull. Soc. Chim. Fr. 1973 746 750
30. P.S. Manchand, M. Rosenberger, G. Saucy, P.A. Wehrli, H. Wong, L. Chambers, M.P. Ferro, and W. Jackson Helv. Chim. Acta 59 1976 387 396
31. P. Chabardes, J.P. Decor, and J. Varagnat Tetrahedron 33 1977 2799 2805
32. H. Togo, and T. Hirai Synlett 2003 702 704
33. W. Haefliger, and T. Petrzilka Helv. Chim. Acta 49 1966 1937 1950
34. W. Lehnert Tetrahedron 29 1973 635 638
35. 4 401.2692, found 401.2687
36. N.R. Hunter, N.A. Green, and D.M. McKinnon Tetrahedron Lett. 21 1980 4589 4592
37. 4 400.2614, found 400.2613