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Volumn 52, Issue 22, 1996, Pages 7599-7662

The oxidation of the carbon-silicon bond

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL; ALCOHOL DERIVATIVE; ALKALOID; ANTHRACYCLINE; CARBON; CHLORINE; EPOXIDE; ESTERASE INHIBITOR; ETHER DERIVATIVE; FLUORIDE; HYDROXYL GROUP; KETONE; PENICILLIN DERIVATIVE; PHOSPHORUS; POLYOL; SESQUITERPENE; SILANE DERIVATIVE; SILICON;

EID: 0030007621     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)00038-5     Document Type: Review
Times cited : (603)

References (307)
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    • Oxidation of carbon-silicon bonds
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    • (b) Colvin, E.W. "Oxidation of Carbon-Silicon Bonds", in Comprehensive Organic Synthesis; Trost, B.M., Fleming, I. Eds.; Pergamon Press : Oxford, 1991, Vol. 7, chapter 4.3;
    • (1991) Comprehensive Organic Synthesis , vol.7
    • Colvin, E.W.1
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    • (c) For a review on the ipso effect, see : Bennetau, B.; Dunoguès, J. Synlett, 1993, 171-176.
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    • Bennetau, B.1    Dunoguès2
  • 27
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    • Ed. A.R. Bassindale and P.P. Gaspar, Royal Society of Chemistry, Cambridge
    • (a) Tamao, K.; Hayashi, T.; Ito, Y. in "Frontiers of Organosilicon Chemistry", Ed. A.R. Bassindale and P.P. Gaspar, Royal Society of Chemistry, Cambridge, 1991, 197-207;
    • (1991) Frontiers of Organosilicon Chemistry , pp. 197-207
    • Tamao, K.1    Hayashi, T.2    Ito, Y.3
  • 58
    • 0001522634 scopus 로고
    • Hydrosilylation of alkenes and alkynes
    • Trost, B.M.; Fleming, I. Eds.: Pergamon Press : Oxford, chapter 3.12
    • For a recent review on the hydrosilylation reaction, see Hiyama, T.; Kusumoto, T. "Hydrosilylation of alkenes and alkynes" in Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I. Eds.: Pergamon Press : Oxford, 1991, Vol. 8, chapter 3.12.
    • (1991) Comprehensive Organic Synthesis , vol.8
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  • 102
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    • (d) It should be noted that in one example, competing Baeyer-Villiger oxidation occured using [OxH], see : Lopez, J.C.; Gomez, A.M.; Fraser-Reid, B. J. Org. Chem., 1995, 60, 3871-3878;
    • (1995) J. Org. Chem. , vol.60 , pp. 3871-3878
    • Lopez, J.C.1    Gomez, A.M.2    Fraser-Reid, B.3
  • 143
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    • Lead(IV)trifluoroacetate has also been found to react with aryltrimethylsilanes to afford aryltrifluoroacetates through the intermediacy of an aryllead species, see : (a) Kalman, J.R.; Pinney, J.T.; Sternhell, S. Tetrahedron Lett., 1972, 5369-5372;
    • (1972) Tetrahedron Lett. , pp. 5369-5372
    • Kalman, J.R.1    Pinney, J.T.2    Sternhell, S.3
  • 169
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    • (b) For a discussion of this methodology, see also : Kadota, I.; Yamamoto, Y. Chemtracts, 1992, 5, 242-245.
    • (1992) Chemtracts , vol.5 , pp. 242-245
    • Kadota, I.1    Yamamoto, Y.2
  • 184
    • 0005717276 scopus 로고
    • Syn β-hydroxysilanes undergo the Peterson elimination faster than the anti β-hydroxysilanes, see : Yamamoto, K.; Kimura, T.; Tomo, Y. Tetrahedron Lett., 1984, 25, 2155-2158.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 2155-2158
    • Yamamoto, K.1    Kimura, T.2    Tomo, Y.3
  • 190
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    • For reviews about silicon effects in organic chemistry, see : (a) White, J.M. Aust. J. Chem., 1995, 48, 1227-1251;
    • (1995) Aust. J. Chem. , vol.48 , pp. 1227-1251
    • White, J.M.1
  • 246
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    • unpublished results. As a part of the PhD Thesis of D. Planchenault, University of Lausanne
    • Landais, Y.; Planchenault, D. unpublished results. As a part of the PhD Thesis of D. Planchenault, University of Lausanne (1995).
    • (1995)
    • Landais, Y.1    Planchenault, D.2
  • 284
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    • Polonovski and pummerer-type reactions and the nef reaction
    • Trost, B.M., Fleming, I. Eds.; Pergamon Press : Oxford, chapter 4.7
    • For a comprehensive review on these rearrangements, see : Grierson, D.S.; Husson, H.-P. "Polonovski and Pummerer-type reactions and the Nef reaction", in Comprehensive Organic Synthesis; Trost, B.M., Fleming, I. Eds.; Pergamon Press : Oxford, 1991, Vol. 6, chapter 4.7. See also ; Abd. Rahman, N., PhD Thesis, University of Cambridge, 1990.
    • (1991) Comprehensive Organic Synthesis , vol.6
    • Grierson, D.S.1    Husson, H.-P.2
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    • PhD Thesis, University of Cambridge
    • For a comprehensive review on these rearrangements, see : Grierson, D.S.; Husson, H.-P. "Polonovski and Pummerer-type reactions and the Nef reaction", in Comprehensive Organic Synthesis; Trost, B.M., Fleming, I. Eds.; Pergamon Press : Oxford, 1991, Vol. 6, chapter 4.7. See also ; Abd. Rahman, N., PhD Thesis, University of Cambridge, 1990.
    • (1990)
    • Abd. Rahman, N.1
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    • It is worth mentioning that attempts to cleave oxidatively the C-Ge bond in the same conditions as the C-Si bond have failed so far, see : Taniguchi, M.; Oshima, K.; Utimoto, K. Chem. Lett., 1993, 1751-1754.
    • (1993) Chem. Lett. , pp. 1751-1754
    • Taniguchi, M.1    Oshima, K.2    Utimoto, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.