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Volumn 23, Issue 5, 1999, Pages 549-556

Osmylation of chiral cis-cyclohexadienediols

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANE DERIVATIVE; OSMIUM;

EID: 0032765533     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900732f     Document Type: Article
Times cited : (21)

References (50)
  • 1
    • 0002842741 scopus 로고
    • ed. A. N. Collins, G. N. Sheldrake and J. Crosby, J. Wiley & Sons Ltd, Chichester
    • (a) G. N. Sheldrake, in Chirality in Industry, ed. A. N. Collins, G. N. Sheldrake and J. Crosby, J. Wiley & Sons Ltd, Chichester, 1992, p. 127.
    • (1992) Chirality in Industry , pp. 127
    • Sheldrake, G.N.1
  • 4
    • 0002485317 scopus 로고
    • ed. A. Hassner, JAI Press, Inc., Greenwich, CT
    • (d) J. W. Reed and T. Hudlicky, in Advances in Asymmetric Synthesis, ed. A. Hassner, JAI Press, Inc., Greenwich, CT, 1995, vol. 1, p. 271.
    • (1995) Advances in Asymmetric Synthesis , vol.1 , pp. 271
    • Reed, J.W.1    Hudlicky, T.2
  • 5
    • 0001193654 scopus 로고    scopus 로고
    • ed. P. T. Anastas and T. Williamson, ACS Symposium Series No 626, American Chemical Society, Washington, DC
    • (e) T. Hudlicky, in Green Chemistry: Designing Chemistry for the Environment, ed. P. T. Anastas and T. Williamson, ACS Symposium Series No 626, American Chemical Society, Washington, DC, 1996, p. 180.
    • (1996) Green Chemistry: Designing Chemistry for the Environment , pp. 180
    • Hudlicky, T.1
  • 11
    • 0001654231 scopus 로고
    • For reviews: (a) M. Schröder, Chem Rev., 1980, 80, 187.
    • (1980) Chem Rev. , vol.80 , pp. 187
    • Schröder, M.1
  • 18
    • 0000215101 scopus 로고
    • It is accepted that for alkenes with a moderate steric hindrance, the steric factors prevail over the electronic ones, in the diastereo- selective control of the osmylation. See also R. L. Halterman and M. A. Mc Evoy, J. Am. Chem. Soc., 1992, 114, 980.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 980
    • Halterman, R.L.1    McEvoy, M.A.2
  • 36
    • 0009648095 scopus 로고    scopus 로고
    • note
    • 11b states that for a protected carbomethoxy cyclohexadienediol the regioselectivity was low, and this was ascribed to a rotation of the carbomethoxy group out of conjugation with the double bond, thus changing the electronic distribution in the dienic system.
  • 38
    • 0009648096 scopus 로고    scopus 로고
    • see also ref. 5b.
    • (b) see also ref. 5b.
  • 39
    • 85005759612 scopus 로고
    • The osmylations of protected cyclohexadienediols reported in the literature deal with bulky protecting groups, such as acetonide, that shield completely one face of the molecule: T. Hudlicky, F. Rulin, T. Tsunoda, H. Luna, C. Andersen and J. D. Price, Isr. J. Chem., 1991, 31, 229.
    • (1991) Isr. J. Chem. , vol.31 , pp. 229
    • Hudlicky, T.1    Rulin, F.2    Tsunoda, T.3    Luna, H.4    Andersen, C.5    Price, J.D.6
  • 46
    • 0009630275 scopus 로고    scopus 로고
    • see ref. 1b.
    • (b) see ref. 1b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.