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Volumn 50, Issue 16, 1985, Pages 2981-2987

Stereospecific Synthesis of Secondary Allylic Alcohols: Selenoxide Chemistry

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EID: 0000970435     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00216a035     Document Type: Article
Times cited : (41)

References (22)
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    • Sharpless, K. B.; Lauer, R. F. J. Am. Chem. Soc. 1973, 95, 2697. Sharpless, K. B.; Young, M. W.; Lauer, R. F. Tetrahedron Lett. 1973, 1979
    • Sharpless, K. B.; Lauer, R. F. J. Am. Chem. Soc. 1972, 94, 7154. Sharpless, K. B.; Lauer, R. F. J. Am. Chem. Soc. 1973, 95, 2697. Sharpless, K. B.; Young, M. W.; Lauer, R. F. Tetrahedron Lett. 1973, 1979.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 7154
    • Sharpless, K.B.1    Lauer, R.F.2
  • 3
    • 33748063336 scopus 로고
    • (b) Oki, M.; Iwamura, H. Tetrahedron Lett. 1966, 2917. (c) The difficulty in obtaining chiral selenoxides has been attributed to their fast racemization via an intermediate achiral hydrate. For two steroidal exceptions see ref 3 and 4a.
    • Jones, D. N.; Mundy, D.; Whitehouse, R. B. J. Chem. Soc. D 1970, 86. (b) Oki, M.; Iwamura, H. Tetrahedron Lett. 1966, 2917. (c) The difficulty in obtaining chiral selenoxides has been attributed to their fast racemization via an intermediate achiral hydrate. For two steroidal exceptions see ref 3 and 4a.
    • (1970) J. Chem. Soc. D , pp. 86
    • Jones, D.N.1    Mundy, D.2    Whitehouse, R.B.3
  • 6
    • 37049092211 scopus 로고
    • For a review of organoselenium chemistry see: Clive, D. L. J. Tetrahedron 1978, 34, 1049. Reich, H. J. “Organic Chemistry: Oxidation In Organic Chemistry“; Trahanovsky, W. S., Ed.; Academic Press: New York, 1978; Vol. 5-C, p 1
    • Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770. For a review of organoselenium chemistry see: Clive, D. L. J. Tetrahedron 1978, 34, 1049. Reich, H. J. “Organic Chemistry: Oxidation In Organic Chemistry“; Trahanovsky, W. S., Ed.; Academic Press: New York, 1978; Vol. 5-C, p 1.
    • (1978) J. Chem. Soc., Chem. Commun. , pp. 770
    • Clive, D.L.J.1    Chittattu, G.2    Curtis, N.J.3    Menchen, S.M.4
  • 9
    • 33947465399 scopus 로고
    • Boeckman, R. K., Jr.; Demko, D. M. J. Org. Chem. 1982, 47, 1791
    • Idelson, M.; Becker, E. I. J. Am. Chem. Soc. 1958, 80, 908. Boeckman, R. K., Jr.; Demko, D. M. J. Org. Chem. 1982, 47, 1791.
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 908
    • Idelson, M.1    Becker, E.I.2
  • 11
    • 85022374773 scopus 로고
    • Stork, G.; d'Angelo, J. J. Am. Chem. Soc. 1974, 96, 7114. Binkley, E. S.; Heathcock, C. H. J. Org. Chem. 1975, 40, 2156. Fleming, I.; Patterson, I. Synthesis 1979, 736. Ryu, I.; Murai, S.; Hatayama, Y.; Sonoda, N. Terahedron Lett. 1978, 3455
    • Patterson, J. W., Jr.; Fried, J. H. J. Org. Chem. 1974, 39, 2505. Stork, G.; d'Angelo, J. J. Am. Chem. Soc. 1974, 96, 7114. Binkley, E. S.; Heathcock, C. H. J. Org. Chem. 1975, 40, 2156. Fleming, I.; Patterson, I. Synthesis 1979, 736. Ryu, I.; Murai, S.; Hatayama, Y.; Sonoda, N. Terahedron Lett. 1978, 3455.
    • (1974) J. Org. Chem. , vol.39 , pp. 2505
    • Patterson, J.W.1    Fried, J.H.2
  • 20
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    • Klein, E.; Ohlorr, G. Tetrahedron 1963, 19, 1091
    • Wharton, P. S.; Bohlen, D. H. Chem. Commun. 1961, 3615; Klein, E.; Ohlorr, G. Tetrahedron 1963, 19, 1091
    • (1961) Chem. Commun. , pp. 3615
    • Wharton, P.S.1    Bohlen, D.H.2


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