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Volumn 52, Issue 5, 1996, Pages 1797-1810

Polychlorinated materials as a source of polyanionic synthons

Author keywords

[No Author keywords available]

Indexed keywords

ALKANEDIOL DERIVATIVE;

EID: 0030071426     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01014-9     Document Type: Article
Times cited : (25)

References (81)
  • 17
    • 85031228033 scopus 로고    scopus 로고
    • See reference 2, p. 21-22
    • (b) See reference 2, p. 21-22.
  • 18
    • 0000148742 scopus 로고
    • and references cited therein
    • See, for instance: Ramón, D.J.; Yus, M. J. Org. Chem. 1991, 56, 3825-3831, and references cited therein.
    • (1991) J. Org. Chem. , vol.56 , pp. 3825-3831
    • Ramón, D.J.1    Yus, M.2
  • 21
    • 85031233637 scopus 로고    scopus 로고
    • Yus, M.; Ramón, D.J. 1992, 57, 570-751
    • (a) Yus, M.; Ramón, D.J. 1992, 57, 570-751.
  • 50
    • 85031219892 scopus 로고    scopus 로고
    • Reference 13c
    • (b) Reference 13c.
  • 51
    • 85031222929 scopus 로고    scopus 로고
    • Reference 13d
    • (c) Reference 13d.
  • 55
    • 85031211795 scopus 로고    scopus 로고
    • Ref 131
    • (g) Ref 131.
  • 56
    • 33751136509 scopus 로고
    • For a recent account on reduction of geminal dihalocyclopropanes with lithium-4,4'-di-teri-butylbiphenyl, see: Vlaar, C.P.; Klumpp, G.W. Angew. Chem. Int. Ed. Engl. 1993, 32, 574-576.
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 574-576
    • Vlaar, C.P.1    Klumpp, G.W.2
  • 59
    • 37049092519 scopus 로고
    • This type of intermediates, which can be obtained by direct deprotonation of the corresponding chlorohydrines, are stable at low temperature (no epoxides are obtained after hydrolysis): Barluenga, J.; Flórez, J.; Yus, M. J. Chem. Soc., Chem. Commun. 1982, 1153-1154.
    • (1982) J. Chem. Soc., Chem. Commun. , pp. 1153-1154
    • Barluenga, J.1    Flórez, J.2    Yus, M.3
  • 60
    • 0018454939 scopus 로고
    • 2-Reagents (Seebach, D. Angew. Chem. Int. Ed. Engl. 1979, 18, 239-258) of this type have been prepared at low temperature by (a) mercury-lithium transmetallation: Barluenga, J.; Fañanás, F.J.; Yus, M.; Asensio, G. Tetrahedron Lett. 1978, 2015-2016.
    • (1979) Angew. Chem. Int. Ed. Engl. , vol.18 , pp. 239-258
    • Seebach, D.1
  • 61
    • 0001944329 scopus 로고
    • 2-Reagents (Seebach, D. Angew. Chem. Int. Ed. Engl. 1979, 18, 239-258) of this type have been prepared at low temperature by (a) mercury-lithium transmetallation: Barluenga, J.; Fañanás, F.J.; Yus, M.; Asensio, G. Tetrahedron Lett. 1978, 2015-2016.
    • (1978) Tetrahedron Lett. , pp. 2015-2016
    • Barluenga, J.1    Fañanás, F.J.2    Yus, M.3    Asensio, G.4
  • 67
    • 0000637848 scopus 로고
    • Other methods to prepare persilylated materials (always obtained as a mixture of compounds containing different number of silicon fragments), include: (a) trichlorinated precursors and magnesium (Merker, R.L.; Scott, M.J. J. Am. Chem. Soc. 1963, 85, 2243-2244),
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 2243-2244
    • Merker, R.L.1    Scott, M.J.2
  • 69
    • 0010993872 scopus 로고
    • 1664-1665
    • (b) bistrimethylsilyl dichloromethane and DTBB (Van Eikema Hommes, N.J.R.; Bickelhaupt, F.; Klumpp, G.W. Tetrahedron Lett. 1988, 29, 5237-5240); Kawa, H.; Chinn, J.W.; Lagow, R.J. J. Chem. Soc., Chem. Commun. 1984, 1664-1665) or
    • (1984) J. Chem. Soc., Chem. Commun.
    • Kawa, H.1    Chinn, J.W.2    Lagow, R.J.3
  • 72
    • 85031232656 scopus 로고    scopus 로고
    • We thank a referee for calling our attention to this paper
    • We thank a referee for calling our attention to this paper.
  • 73
    • 85031221102 scopus 로고    scopus 로고
    • Another effect (electronic) to be considered comes from the fact that the more silyl groups atached to the carbanionic centre the less reactivity of the intermediate, so the more silylated carbanion is the more stable one
    • Another effect (electronic) to be considered comes from the fact that the more silyl groups atached to the carbanionic centre the less reactivity of the intermediate, so the more silylated carbanion is the more stable one.
  • 74
    • 85031222550 scopus 로고    scopus 로고
    • In this case 10 mol % of DTBB was used as the catalyst
    • In this case 10 mol % of DTBB was used as the catalyst.
  • 75
    • 0343979794 scopus 로고
    • John Wiley and Sons, Inc.: New York, ch. 2
    • Parham, W.E.; Schweizer, E.E. Organic Reactions: John Wiley and Sons, Inc.: New York, 1979; vol. 13, ch. 2, pp. 74-75.
    • (1979) Organic Reactions , vol.13 , pp. 74-75
    • Parham, W.E.1    Schweizer, E.E.2
  • 77
    • 85031215049 scopus 로고    scopus 로고
    • 4 as starting material the best yield was obtained by warm the reaction mixture till 0° before the hydrolysis step
    • 4 as starting material the best yield was obtained by warm the reaction mixture till 0° before the hydrolysis step.
  • 79
    • 85031219060 scopus 로고    scopus 로고
    • 2O content measured gas-chromatographically) does not allow to determine D% content. Thus, calculated H/D% values are corrected considering this fact
    • 2O content measured gas-chromatographically) does not allow to determine D% content. Thus, calculated H/D% values are corrected considering this fact.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.