Chiral crown complexes catalyse Michael addition reactions to give adducts in high optical yields

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 13, 1981, Pages 625-628

  Cram, Donald J ^a   Sogah, G D Y ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049104245     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39810000625     Document Type: Article

References (20)

1. K. Freudenberg, 'Stereochemie,' J. W. Edwards, Ann Arbor, Mich., 1945, vol. 2, pp. 580—586, 525—720
2. J. D. Morrison and H. S. Mosher, 'Asymmetric Organic Reactions,' Prentice-Hall, Englewood Cliffs, 1971
3. Y. Izumi and A. Tai, 'Stereodifferentiating Reactions —the Nature of Asymmetric Reactions,' Academic Press, New York, 1977.
4. D. J. Cram and F. A. Abd Elhafez, J. Am. Chem. Soc, 1952, 74, 5828.
5. V. Prelog, Helv. Chim. Acta, 1953, 36, 308.
6. H. S. Mosher and E. La Combe, J. Am. Chem. Soc, 1950, 72, 3994.
7. H. C. Brown and A. K. Mandal, J. Org. Chem., 1970, 42, 2996.
8. T. Mukaiyama, K. Soai, J. Sato, H. Shimizu, and K. Suzuki, J. Am. Chem. Soc, 1979, 101, 1455.
9. W. S. Knowles and M. J. Sabacky, Chem. Commun., 1968, 1445
10. L. Horner, H. Siegel, and H. Biithe, Angew. Chem., 1968, 80, 1034
11. H. B. Kagan and J. C. Faud, Top. Stereochem., 1978, 10, 175
12. J. Halpern, D. P. Riley, A. S. C. Chan, and J. J. Pluth, J. Am. Chem. Soc, 1977, 99, 8055
13. J. M. Brown, P. A. Chaloner, R. Glaser, and S. Geresh, Tetrahedron, 1980, 36, 815
14. M. D. Fryzuk and B. Bosnich, J. Am. Chem. Soc, 1977, 99, 6262.
15. T. Katsuki and K. B. Sharpless, J. Am. Chem. Soc, 1980, 102, 5974.
16. B. Langstrom and G. Bergson, Acta Chem. Scand., 1973, 27, 3118.
17. H. Wynberg and R. Helder, Tetrahedron Lett., 1975, 4057
18. K. Hermann and H. Wynberg, J. Org. Chem., 1979, 44, 2738.
19. D. J. Cram, R. C. Helgeson, S. C. Peacock, L. J. Kaplan, L. A. Domeier, P. Moreau, K. Koga, J. M. Mayer, Y. Chao, M. G. Siegel, D. H. Hoffman, and G. D. Y. Sogah, J. Org. Chem., 1978, 43, 1930.
20. D. S. Lingenfelter, R. C. Helgeson, and D. J. Cram, J. Org. Chem., 1980, 45, 393.