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0011424544
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[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 .
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J. Organomet. Chem.
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Djerourou, A.1
Blanco, L.2
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2
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0011423844
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Ger. (East) DD 238, 976 (1986), 176200 pp
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[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 .
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(1987)
Chem. Abstr.
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Tzschach, A.1
Uhlig, W.2
Thust, U.3
Klepel, M.4
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3
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0011472212
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A.T. Blomquist and H. Wasserman (eds.) Academic Press, New York, 2nd edn.
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[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;
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Organic Chemistry
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Kirmse, W.1
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4
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84948360968
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See also Refs. [3] to [17]
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(b) D. Seyferth, Pure Appl. Chem., 23 (1970) 391. See also Refs. [3] to [17].
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Pure Appl. Chem.
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Seyferth, D.1
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5
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84917919062
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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.
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Angew. Chem., Int. Ed. Engl.
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Kramer, K.A.W.1
Wright, A.N.2
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6
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0001281957
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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.
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J. Am. Chem. Soc.
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Mazac, C.J.1
Simmons, J.W.2
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7
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0011521528
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2): (b) D. Seyferth, R. Damrauer, R.M. Turkel and L.J. Todd, J. Organomet. Chem., 17 (1969) 367.
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J. Organomet. Chem.
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Seyferth, D.1
Damrauer, R.2
Turkel, R.M.3
Todd, L.J.4
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10
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0001091348
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2Br: (a) D. Seyferth, J.M. Burlitch, H. Dertouzos and H.D. Simmons, Jr., J. Organomet. Chem., 7 (1967) 405;
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Seyferth, D.1
Burlitch, J.M.2
Dertouzos, H.3
Simmons H.D., Jr.4
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13
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0002868699
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2Na: (d) H. Watanabe, N. Ohsawa, T. Sudo, K. Hirakata and Y. Nagai, J. Organomet. Chem., 128 (1977) 27.
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J. Organomet. Chem.
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Watanabe, H.1
Ohsawa, N.2
Sudo, T.3
Hirakata, K.4
Nagai, Y.5
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14
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0011472787
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note
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3: see Refs. [4c] and [19].
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19
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0000421903
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From Halophenyldiaziridine: (b) M.P. Doyle, J. Taunton, S.-M. Oon, M.T.H. Liu, N. Soundararajan, M.S. Platz and J.E. Jackson, Tetrahedron Lett., 29 (1988) 5863;
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Tetrahedron Lett.
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Doyle, M.P.1
Taunton, J.2
Oon, S.-M.3
Liu, M.T.H.4
Soundararajan, N.5
Platz, M.S.6
Jackson, J.E.7
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20
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0011521980
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(c) G.L. Larson, F.K. Cartledge, R. Nunez, R.J. Unwalla, R. Kleese and L. Del Valle, Organometallics, 11 (1992) 859.
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Organometallics
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Larson, G.L.1
Cartledge, F.K.2
Nunez, R.3
Unwalla, R.J.4
Kleese, R.5
Valle, L.D.6
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22
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0011517467
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From EtZnCHIMe: (b) see Ref. [3d]
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2: (a) K.A.W. Kramer and A.N. Wright, J. Chem. Soc., (1963) 3604. From EtZnCHIMe: (b) see Ref. [3d].
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(1963)
J. Chem. Soc.
, pp. 3604
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Kramer, K.A.W.1
Wright, A.N.2
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24
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0011438253
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2Me: D. Seyferth, R.A. Woodruff, D.C. Mueller and R.L. Lambert, Jr., J. Organomet. Chem., 43 (1972) 55.
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J. Organomet. Chem.
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Seyferth, D.1
Woodruff, R.A.2
Mueller, D.C.3
Lambert R.L., Jr.4
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31
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0011482716
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(c) H. Watanabe, N. Ohsawa, M. Sawai, Y. Fukasawa, H. Matsumoto and Y. Nagai, J. Organomet. Chem., 93 (1975) 173.
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J. Organomet. Chem.
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Watanabe, H.1
Ohsawa, N.2
Sawai, M.3
Fukasawa, Y.4
Matsumoto, H.5
Nagai, Y.6
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36
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0011521529
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note
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tBuOK: see Ref. [15a].
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37
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0000390497
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[18] (a) F. Rijkens, M.J. Janssen, W. Drenth and G.J.M. Van der Kerk, J. Organomet. Chem., 2 (1964) 347;
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Rijkens, F.1
Janssen, M.J.2
Drenth, W.3
Van Der Kerk, G.J.M.4
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38
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0001085133
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(b) H. Watanabe, T. Nakano, K.-I. Araki, H. Matsumoto and Y. Nagai, J. Organomet. Chem., 69 (1974) 389;
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Watanabe, H.1
Nakano, T.2
Araki, K.-I.3
Matsumoto, H.4
Nagai, Y.5
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41
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0001323454
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[20] V. Bagheri, M.P. Doyle, J. Taunton and E.E. Claxton, J. Org. Chem., 53 (1988) 6158.
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Bagheri, V.1
Doyle, M.P.2
Taunton, J.3
Claxton, E.E.4
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45
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0011519022
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note
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II acetate dimer has not allowed these reactions to be run.
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47
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0011473755
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note
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[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.
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49
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note
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[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.
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