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Volumn 38, Issue 38, 1997, Pages 6763-6766

Stereospecific access to trisubstituted enol ethers from vinylsilanes

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; SILANE DERIVATIVE;

EID: 0030865156     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01547-5     Document Type: Article
Times cited : (4)

References (28)
  • 1
    • 0343131598 scopus 로고
    • See, for instance: (a) Barton D.H.R. and Ollis, W. D., Eds.; Pergamon: Oxford
    • See, for instance: (a) Fleming, I. Comprehensive Organic Chemistry; Barton D.H.R. and Ollis, W. D., Eds.; Pergamon: Oxford, 1979; vol.3, pp 619-622;
    • (1979) Comprehensive Organic Chemistry , vol.3 , pp. 619-622
    • Fleming, I.1
  • 6
    • 0343095694 scopus 로고
    • This effect has been also mechanistically invoked in additions to vinylsilanes, and the influence of the substituents on silicon over the product distribution nicely tested, see, for instance: (a)
    • This effect has been also mechanistically invoked in additions to vinylsilanes, and the influence of the substituents on silicon over the product distribution nicely tested, see, for instance: (a) Brook, M.A.; Haidi, M.A.; Ney, A. J. Chem. Soc., Chem. Commun., 1989, 857;
    • (1989) J. Chem. Soc., Chem. Commun. , pp. 857
    • Brook, M.A.1    Haidi, M.A.2    Ney, A.3
  • 11
    • 84989444900 scopus 로고
    • 3], as mixture of stereoisomers (Z:E = 4:1), see: (a)
    • 3], as mixture of stereoisomers (Z:E = 4:1), see: (a) Petasis, N. A.; Akritopoulou, Y. Synlett, 1992, 665;
    • (1992) Synlett , pp. 665
    • Petasis, N.A.1    Akritopoulou, Y.2
  • 18
    • 37049096596 scopus 로고
    • (a) Thomas E.J., Whitham G.H.
    • (a) Thomas, E.J.; Whitham, G.H. J. Chem: Soc., Chem. Commun. 1979, 212;
    • (1979) J. Chem: Soc., Chem. Commun. , pp. 212
  • 21
    • 0343567481 scopus 로고    scopus 로고
    • 13 C NMR, MS and IR spectra. Satisfactory elemental analyses were obtained for representative compounds. Besides, after elimination of HI by treatment with DBU and subsequent hydrolisis under acidic conditions, the herein described adducts yielded only ketones, further proving the proposed regiochemistry
    • 13 C NMR, MS and IR spectra. Satisfactory elemental analyses were obtained for representative compounds. Besides, after elimination of HI by treatment with DBU and subsequent hydrolisis under acidic conditions, the herein described adducts yielded only ketones, further proving the proposed regiochemistry.
  • 22
    • 0344003752 scopus 로고
    • See, for instance Patai, S. and Rappoport, Z., Eds.; Wiley: Chichester Chapter 14
    • See, for instance: Bassindale, A.R.; Taylor, P.G. in The Chemistry of Organosilicon Compounds, Part 2, Patai, S. and Rappoport, Z., Eds.; Wiley: Chichester, 1989; Chapter 14, pp 919-929.
    • (1989) In the Chemistry of Organosilicon Compounds , Issue.PART 2 , pp. 919-929
    • Bassindale, A.R.1    Taylor, P.G.2
  • 25
    • 0343131593 scopus 로고    scopus 로고
    • 4 and solvent removal gave a residue from which the enolether was purified by high vacuum distillation
    • 4 and solvent removal gave a residue from which the enolether was purified by high vacuum distillation.
  • 26
    • 0001313759 scopus 로고
    • For previous examples of syn-addition in electrophilic reactions of vinylsilanes see: (a)
    • For previous examples of syn-addition in electrophilic reactions of vinylsilanes see: (a) Eisch, J.J.; Foxton, M.W. J. Org. Chem. 1971, 36, 3520;
    • (1971) J. Org. Chem. , vol.36 , pp. 3520
    • Eisch, J.J.1    Foxton, M.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.