Asymmetric syntheses of pheromones for Bactrocera nigrotibialis, Andrena wilkella, and Andrena haemorrhoa F from a chiral nitro alcohol

Tetrahedron

Volumn 52, Issue 17, 1996, Pages 6139-6148

  Kitayama, Takashi ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANDRENA WILKELLA; STAPHYLOCOCCUS PHAGE 3A;

PHEROMONE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0029960320     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00244-X     Document Type: Article

References (20)

1. Davis, H. G.; Green, R. H. Nat. Prod. Rep., 1986, 3, 87.
2. Westley, J. W. "Polyether Antibiotics : Naturally Occurring Acid Ionophores", Marcel Dekker Inc.: New York, 1982; vol 1, pp. 2.
3. Perkins, M. V.; Kitching, W.; Konig, W. A.; Drew, R. A. I. J. Chem. Soc., Perkin Trans, 1, 1990, 2501.
4. Francke, W. "Les Mediateurs, Chimiques", INRA, Versailles, 1982; pp. 81.
5. Perkins, M. V.; Kitching, W.; Drew, R. A. I.; Moore, C. J.; Konig, W. A. J. Chem. Soc., Perkin Trans, 1, 1990, 1111.
6. Chen, J.; Fletcher, M.; Kitching, W. Tetrahedron Asym., 1995, 6, 967.
7. Bergstrom, G.; Tengo, J.; Reith, W.; Francke, W. Z. Naturforsch, 1982, 37c, 1124.
8. Redlich, H.; Schneider, B. Liebigs Ann. Chem., 1983, 412.
9. Nakamura, K.; Kitayama, T.; Inoue, Y.; Ohno, A. Tetrahedron, 1990, 46, 7471.
10. Mori, K.; Katsurada, M. Liebigs Ann. Chem., 1984, 157.
11. Francke, W.; Reith, W.; Bergstrom, G.; Tengo, J. Z. Naturforsch, 1981, 36c, 928.
12. Nakamura, K.; Kitayama, T.; Inoue, Y.; Ohno, A. Bull. Chem. Soc. Jpn., 1990, 63, 91.
13. Nakamura, K.; Takebe, Y.; Kitayama, T ; Ohno, A. Tetrahedron Lett., 1991, 32, 4941.
14. Reichardt, C. in "Solvents and Solvent Effects in Organic Chemistry", VCH Verlags, Weinheim, Germany, 1988, pp. 402.
15. McDaniel, D.H.; Brown, H. C. J. Org. Chem., 1958, 23, 420.
16. Deslongchamps, P.; Rowan, D. D.; Pothier, N.; Sauve, T.; Saunders, J. K. Can. J. Chem., 1981, 59, 1105.
17. Perkins, M. V.; Jacobs, M. F.; Kitching, W.; Cassidy, P. J.; Lewis, J. A. ; Drew, R. A. I. J. Org. Chem., 1992, 57, 3365.
18. For a discussion of selectivity in the reduction of keto spiroketals and the use of samarium diiodide / 2-propanol, see: Evans, D. A.; Kaldor S. W.; Jones, T. K.; Clardy, J.; Stout. T. J. J. Am. Chem. Soc., 1990, 112, 7001.
19. Mori, K.; Tanida, K. Tetrahedron, 1981, 37, 3221.
20. Melot, J.-M.; Texier-Boullet, F.; Foucaud, A. Tetrahedron Lett., 1986, 27, 493.