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Volumn 514, Issue 1-2, 1996, Pages 67-71

Reaction of dihydrosilanes with ethyl diazoacetate: Synthesis of 3,3-disubstituted 3-silaglutarates

Author keywords

3 silaglutarates; Ethyl diazoacetate; Rhodium catalysis; Si; Silicon hydrides; Synthesis

Indexed keywords


EID: 0030591516     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0022-328X(95)06035-U     Document Type: Article
Times cited : (14)

References (49)
  • 1
    • 0011424544 scopus 로고
    • [1] A. Djerourou and L. Blanco, J. Organomet. Chem., 485 (1995) 63. For another method to synthesize 3-silaglutarates from bis(trifluoromethylsulfonyloxy)silanes see: A. Tzschach, W. Uhlig, U. Thust and M. Klepel, Ger. (East) DD 238, 976 (1986), Chem. Abstr., 107 (1987) 176200 pp .
    • (1995) J. Organomet. Chem. , vol.485 , pp. 63
    • Djerourou, A.1    Blanco, L.2
  • 2
    • 0011423844 scopus 로고
    • Ger. (East) DD 238, 976 (1986), 176200 pp
    • [1] A. Djerourou and L. Blanco, J. Organomet. Chem., 485 (1995) 63. For another method to synthesize 3-silaglutarates from bis(trifluoromethylsulfonyloxy)silanes see: A. Tzschach, W. Uhlig, U. Thust and M. Klepel, Ger. (East) DD 238, 976 (1986), Chem. Abstr., 107 (1987) 176200 pp .
    • (1987) Chem. Abstr. , vol.107
    • Tzschach, A.1    Uhlig, W.2    Thust, U.3    Klepel, M.4
  • 3
    • 0011472212 scopus 로고
    • A.T. Blomquist and H. Wasserman (eds.) Academic Press, New York, 2nd edn.
    • [2] For previous old reviews on divalent carbon insertions into an Si-H bond see: (a) W. Kirmse, in A.T. Blomquist and H. Wasserman (eds.) Organic Chemistry, Vol. 1, Academic Press, New York, 2nd edn., 1971, p. 407;
    • (1971) Organic Chemistry , vol.1 , pp. 407
    • Kirmse, W.1
  • 4
    • 84948360968 scopus 로고
    • See also Refs. [3] to [17]
    • (b) D. Seyferth, Pure Appl. Chem., 23 (1970) 391. See also Refs. [3] to [17].
    • (1970) Pure Appl. Chem. , vol.23 , pp. 391
    • Seyferth, D.1
  • 6
    • 0001281957 scopus 로고
    • 2 from diazomethane: (a) K.A.W. Kramer and A.N. Wright, Angew. Chem., Int. Ed. Engl., I (1962) 402; C.J. Mazac and J.W. Simmons, J. Am. Chem. Soc., 90 (1968) 2484.
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 2484
    • Mazac, C.J.1    Simmons, J.W.2
  • 14
    • 0011472787 scopus 로고    scopus 로고
    • note
    • 3: see Refs. [4c] and [19].
  • 22
    • 0011517467 scopus 로고
    • From EtZnCHIMe: (b) see Ref. [3d]
    • 2: (a) K.A.W. Kramer and A.N. Wright, J. Chem. Soc., (1963) 3604. From EtZnCHIMe: (b) see Ref. [3d].
    • (1963) J. Chem. Soc. , pp. 3604
    • Kramer, K.A.W.1    Wright, A.N.2
  • 36
    • 0011521529 scopus 로고    scopus 로고
    • note
    • tBuOK: see Ref. [15a].
  • 45
    • 0011519022 scopus 로고    scopus 로고
    • note
    • II acetate dimer has not allowed these reactions to be run.
  • 47
    • 0011473755 scopus 로고    scopus 로고
    • note
    • [25] To our knowledge such silatriesters are not reported in the literature. We thank one of the referees who suggested that such compounds could be of interest to replace methyltriacetoxysilane in the elaboration of silicone elastomers since vulcanization would produce ethyl acetate instead of acetic acid upon hydrolysis.
  • 49
    • 0011424548 scopus 로고    scopus 로고
    • note
    • [27] The same compound 4 was prepared by rhodium acetate catalyzed reaction of ethyl diazoacetate with the allylsilaglutarate 2c. A careful silica gel column chromatography gave fractions enriched in each isomer, which has allowed us to determine their characteristic spectroscopic signals.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.