Stereoselective synthesis of conjugated trans-enynes readily convertible into conjugated cis,trans-dienes and its application to the synthesis of the pheromone bombykol

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 22, 1973, Pages 874-875

  Negishi, Ei ichi ^a   Lew, George ^a   Yoshida, Takao ^a  

^a SYRACUSE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049132164     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39730000874     Document Type: Article

References (11)

1. K. Eiter, Fortschr. Chem. Forsch., 1970, 28, 204 and refs, therein.
2. R. M. Silverstein, J. O. Rodin, W. E. Burkholder, and J. E. Gorman, Science, 1967, 157, 85.
3. See, e.g., M. Jacobson, ‘Insect Sex Pheromones,’ Academic Press, New York, 1972.
4. For the definition of stereospecific and stereoselective syntheses, see E. L. Eliel, ‘Stereochemistry of Carbon Compounds,’ McGraw- Hill, New York, 1962, p. 436.
5. R. F. Garwood, E. Oskay, and B. C. L. Weedon, Chem. and Ind., 1962, 1684.
6. G. Zweifel, N. L. Polston, and C. C. Whitney, J. Amer. Chem. Soc., 1968, 90, 6243.
7. G. Zweifel, H. Arzoumanian, and C. C. Whitney, J. Amer. Chem. Soc., 1967, 89, 3652.
8. A. Suzuki, N. Miyaura, S. Abiko, M. Itoh, H. C. Brown, J. A. Sinclair, and M. M. Midland, J. Amer. Chem. Soc., 1973, 95, 3080.
9. M. Naruse, K. Utimoto, and H. Nozaki, Tetrahedron Letters, 1973, 1847.
10. G. Zweifel and N. L. Polston, J. Amer. Chem. Soc., 1970, 92, 4008.
11. E. Negishi and T. Yoshida, J.C.S. Chem. Comm., 1973, 606.