Epoxy Silyl Ether Rearrangements: A New, Stereoselective Approach to the Synthesis of β-Hydroxy Carbonyl Compounds

Journal of the American Chemical Society

Volumn 108, Issue 13, 1986, Pages 3827-3829

  Maruoka, Keiji ^a   Hasegawa, Masaichi ^a   Yamamoto, Hisashi ^a   Suzuki, Keisuke ^b   Shimazaki, Masato ^b   Tsuchihashi, Genichi ^b  

^a NAGOYA UNIVERSITY   (Japan)

^b KEIO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000648050     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00273a046     Document Type: Article

References (19)

1. Evans, D. A.; Nelson, J. V.; Taber, T. R. Top. Stereochem. 1982, 13.
2. Mukaiyama, T. Org. React. 1982, 28, 203.
3. Heathcock, C. H. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1984; Vol. 3B, p 111.
4. Heathcock, C. H. In Comprehensive Carbanion Chemistry; Buncel, E., Durst, T., Eds.; Elsevier: New York, 1984; Vol. 5B, p 177.
5. Schreiber, S. L.; Ho-veyda, A. H.; Wu, H.-J. J. Am. Chem. Soc. 1983, 105, 660.
6. Curran, D. P. J. Am. Chem. Soc. 1983, 105, 5826.
7. Fujita, M.; Hiyama, T. J. Am. Chem. Soc. 1985, 107, 8294.
8. Morgans, D. J., Jr.; Sharpless, K. B.; Traynor, S. G. J. Am. Chem. Soc. 1981, 103, 462.
9. Suzuki, K.; Katayama, E.; Tsuchihashi, G. Tetrahedron Lett. 1983, 24, 4997.
10. Masamune, S.; Choy, W. Aldrichimica Acta 1982, 15, 47.
11. Masamune, S.; Kaiho, T.; Garvey, D. S. J. Am. Chem. Soc. 1982, 104, 5521.
12. Boschelli, D.; Ellingboe, J. W.; Masamune, S. Tetrahedron Lett 1984, 25, 3395.
13. Rossiter, B. E.; Verhoeven, T. R.; Sharpless, K. B. Tetrahedron Lett. 1979, 4733.
14. Suzuki, K.; Katayama, E.; Tsuchihashi, G. Tetrahedron Lett. 1984, 25, 1817.
15. Shapiro, R. H. Org. React. 1976, 23, 405.
16. Chamberlin, A. R.; Stemke, J. E.; Bond F. T. J. Org. Chem. 1978, 43, 147.
17. Katsuki, T.; Sharpless, K. B. J. Am. Chem. Soc. 1980, 102, 5974.
18. Hill, J. G.; Sharpless, K. B.; Exon, C. M.; Regenye, R. Org. Syn. 1984, 63, 66.
19. Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; Sharpless, K. B.; Tuddenham, D.; Walker, F. J. J. Org. Chem. 1982, 47, 1373.