Pheromone synthesis, CCIS synthesis of the enantiomers of anti-2,6-dimethylheptane-1,7-diol monotetrahydropyranyl ether and their conversion into the enantiomers of the sex pheromone components of the apple leafminer, Lyonetia prunifoliella

European Journal of Organic Chemistry

Volumn , Issue 15, 2000, Pages 2745-2753

  Nakamura, Yoshihide ^a   Mori, Kenji ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Apple leafminer; Chiral building block; Hydrocarbons; Lyonetia prunifoliella; Pheromones

Indexed keywords

HYDROCARBON; SEX PHEROMONE; TETRAHYDROPYRAN DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHIRALITY; ENANTIOMER; INSECT; NONHUMAN; STEREOISOMERISM; SYNTHESIS;

EID: 0033866161     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200008)2000:15<2745::AID-EJOC2745>3.0.CO;2-I     Document Type: Article

References (15)

1. R. Gries, G. Gries. G. G. S. King, C. T. Maier, J. Chem. Ecol. 1997, 23, 1119-1130.
2. H. Tamagawa, H. Takikawa, K. Mori, Eur. J. Org. Chem. 1999, 973-978.
3. G. Gries, Personal communication to K. M. dated January 17, 1999 (cited as ref. [10] in the above paper).
4. K. S. Han, K. H. Choi, S. W. Lee, K. Mori, G. Gries, K. S. Boo, Abstract of Papers. First Asia-Pacific Conference on Chemical Ecology, Shanghai, China, 1999, p.45.
5. Y. Nakamura, K. Mori, Eur. J. Org. Chem. 1999, 2175-2182.
6. Y. Nakamura, K. Mori, Eur. J. Org. Chem. 2000, 1307-1312.
7. Y. Nakamura, K. Mori, Biosci. Biotechnol. Biochem. in press.
8. E. J. Thomas, J. W. F. Whitehead, J. Chem. Soc., Perkin Trans 1 1989, 507-518.
9. K. Mori, Tetrahedron 1983, 39, 3107-3109.
10. E. Ozaki, T. Uragaki, K. Enomoto, Abstract of Papers, Second Japanese Symposium on the Chemistry of Biocatalysis, Toyama, Japan 1999, p.83.
11. T. Tashiro, K. Mori, Eur. J. Org. Chem. 1999, 2167-2173.
12. A. C. Brown, L. A. Carpino, J. Org. Chem. 1985, 50, 1749-1750.
13. C. Fouquet, M. Schlosser, Angew. Chem. 1974, 86, 50-51; Angew. Chem. Int. Ed. Engl. 1974, 13, 82-83.
14. C. Fouquet, M. Schlosser, Angew. Chem. 1974, 86, 50-51; Angew. Chem. Int. Ed. Engl. 1974, 13, 82-83.
15. P. Kraft, W. Tochtermann, Liebigs Ann. Chem. 1994, 1161-1164.