Enantioselective syntheses of syributin 1 and novel C-glycosidic elicitors syringolides 1 and 2

Journal of Organic Chemistry

Volumn 61, Issue 26, 1996, Pages 9374-9378

  Honda, Toshio ^a   Mizutani, Hirotake ^a   Kanai, Kazuo ^a  

^a HOSHI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; SYRIBUTIN 1; SYRINGOLIDE 1; SYRINGOLIDE 2; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030460227     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961362l     Document Type: Article

References (17)

1. Bent, A. F.; Kunkel, B. N.; Dahlbeck, D.; Brown, K. L.; Schmidt, R.; Giraudat, J.; Leng, J.; Staskawicz, B. J. Science 1994, 265, 1865 and references cited therein.
2. (a) Smith, M. J.; Mazzola, E. P.; Sims, J. J.; Midland, S. L.; Keen, N. T.; Burton, V.; Stayton, M. M. Tetrahedron Lett. 1993, 34, 223.
3. (b) Midland, S. L.; Keen, N. T.; Sims, J. J.; Midland, M. M.; Stayton, M. M.; Burton, V.; Smith, M. J.; Mazzola, E. P.; Graham, K. J.; Clardy, J. J. Org. Chem. 1993, 58, 2940.
4. Midland, S. L.; Keen, N. T.; Sims, J. J. J. Org. Chem. 1995, 60, 1118.
5. Wood, J. L.; Jeong, S.; Salcedo, A.; Jenkins, J. J. Org. Chem. 1995, 60, 286.
6. (a) Kuwahara, S.; Moriguchi, M.; Miyagawa, K.; Konno, M.; Komada, O. Tetrahedron Lett. 1995, 36, 3201.
7. (b) Kuwahara, S.; Moriguchi, M.; Miyagawa, K.; Konno, M.; Komada, O. Tetrahedron 1995, 32, 8809.
8. Henschke, J. P.; Rickards, R. W. Tetrahedron Lett. 1996, 37, 3557.
9. Ishihara, J.; Sugimoto, T.; Murai, A. Synlett 1996, 335.
10. (a) Sharpless, K. B.; Amberg, W.; Beller, M.; Chen, H.; Hartung, J.; Kawanami, Y.; Lübben, D.; Manoury, E.; Ogino, Y.; Shibata, T.; Ukita, T. J. Org. Chem. 1991, 56, 4585.
11. (b) Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K.-S.; Kwong, H.-L.; Morikawa, K.; Wang, Z.-M.; Xu, D.; Zhang, X.-L. J. Org. Chem. 1992, 57, 2768.
12. (c) Kolb, H. C.; VanNieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483 and references cited therein.
13. Grigg, R.; Kennewell, P.; Savic, V. Tetrahedron 1994, 50, 5489.
14. Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972.
15. Jefford, C. W.; Jaggi, D.; Boukouvalas, J. J. Chem. Soc., Chem. Commun. 1988, 1595.
16. (a) Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4156.
17. (b) Ireland, R. E.; Liu, L. J. Org. Chem. 1993, 58, 2899.