Synthesis of selenium-containing binaphthyls and their application to the asymmetric ring-opening of cyclohexene oxide

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 19, 1988, Pages 1283-1284

  Tomoda, Shuji ^a   Iwaoka, Michio ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049069254     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39880001283     Document Type: Article

References (19)

1. C. Paulmier. 'Selenium Reagents and Intermediates in Organic Synthesis,' Pergamon Press, 1986
2. K. C. Nicolaou and N. A. Petasis, 'Selenium in Natural Products Synthesis,' CIS, inc., 1984
3. D. L. J. Clive, Tetrahedron, 1978, 34, 1049
4. H. J. Reich, Acc. Chem. Res., 1979, 12, 22
5. D. Liotta, Acc. Chem. Res., 1984, 17, 28.
6. To the best of our knowledge, there is only one report in which organoselenium compounds have been used for asymmetric synthesis, see: K. Hiroi and S. Sato, Synthesis, 1985, 635.
7. Binaphthyl compounds exhibit a high efficiency in asymmetric recognition; D. J. Cram, Angew. Chem. Int. Ed. Engl., 1986, 25, 1039
8. R. Noyori, M. Ohta, Y. Hsiao, and M. Kitamura, J. Am. Chem. Soc, 1986, 108, 7117
9. K. Maruoka, T. Itoh, T. Shirasaka, and H. Yamamoto, J. Am. Chem. Soc., 1988, 110, 310.
10. K. J. Brown, M. S. Berry, and J. R. Murdoch, J Org. Chem., 1985, 50, 4345.
11. H. Akimoto and S. Yamada, Tetrahedron, 1971, 27, 5999.
12. K. B. Sharpless and M. W. Young, J. Org. Chem., 1975, 40, 947.
13. J. K. Whitesell and S. W. Felman, J. Org. Chem., 1980,45, 755
14. M. Asami, Chem. Lett., 1984, 829
15. M. Asami, Tetrahedron Lett., 1985, 26, 5803
16. H. Yamashita and T. Mukaiyama, Chem. Lett., 1985, 1643
17. H. Yamashita, Chem. Lett., 1987, 525.
18. S. G. Davies and S. Wollowitz, Tetrahedron Lett., 1980, 21, 4175.
19. N. Harada, J. Iwabuchi, Y. Yokota, and H. Uda, J. Am. Chem. Soc, 1981, 103, 5590.