-
1
-
-
0000879587
-
-
Brook, A. G.; Young, K. K.; Saxena, A. K.; Sawyer, J. F. Organometalllcs 1988, 7, 2245-2247.
-
(1988)
Organometalllcs
, vol.7
, pp. 2245-2247
-
-
Brook, A.G.1
Young, K.K.2
Saxena, A.K.3
Sawyer, J.F.4
-
2
-
-
0006298183
-
-
Belzner, J.; Ihmels, H.; Pauletto, L. J. Org. Chem. 1996, 61, 3315-3319.
-
(1996)
J. Org. Chem
, vol.61
, pp. 3315-3319
-
-
Belzner, J.1
Ihmels, H.2
Pauletto, L.3
-
5
-
-
0000477597
-
-
Brook, A. G.; Azarian, D.; Baumegger, A.; Hu, S. S.; Lough, A. J. Organometallics 1993, 12, 529-534.
-
(1993)
Organometallics
, vol.12
, pp. 529-534
-
-
Brook, A.G.1
Azarian, D.2
Baumegger, A.3
Hu, S.S.4
Lough, A.J.5
-
7
-
-
0001323039
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-
Bodnar, P. M.; Palmer, W. S.; Ridgway, B. H.; Shaw, J. T.; Smitrovich, J. H.; Woerpel, K. A. J. Org. Chem. 1997, 62, 4737-4745.
-
(1997)
J. Org. Chem
, vol.62
, pp. 4737-4745
-
-
Bodnar, P.M.1
Palmer, W.S.2
Ridgway, B.H.3
Shaw, J.T.4
Smitrovich, J.H.5
Woerpel, K.A.6
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8
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84868264013
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4, and AgOTf gave products in comparable yields. Copper catalysts at higher temperatures also provided products, although in low yields.
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4, and AgOTf gave products in comparable yields. Copper catalysts at higher temperatures also provided products, although in low yields.
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-
-
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9
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0037077611
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For examples of mejal-catalyzed silylene transfer to mono- and disubstituted alkenes, see: Ćiraković, J, Driver, T. G, Woerpel, K. A. J. Am. Chem. Soc. 2002, 124, 9370-9371
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For examples of mejal-catalyzed silylene transfer to mono- and disubstituted alkenes, see: Ćiraković, J.: Driver, T. G.; Woerpel, K. A. J. Am. Chem. Soc. 2002, 124, 9370-9371.
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-
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10
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0001931827
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Formal [4+1 ] products have been observed for other silylene transfer reactions to unsaturated imines and dienes: (a) Bobbitt, K. L.; Gaspar, P. P. J. Organomet. Chem. 1995, 499, 17-26.
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Formal [4+1 ] products have been observed for other silylene transfer reactions to unsaturated imines and dienes: (a) Bobbitt, K. L.; Gaspar, P. P. J. Organomet. Chem. 1995, 499, 17-26.
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11
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0000873992
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Vinylsilacyclopropanes, however, have been prepared: Zhang, S.; Conlin, R. T. J. Am. Chem. Soc. 1991, 113, 4272-4278.
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(b) Vinylsilacyclopropanes, however, have been prepared: Zhang, S.; Conlin, R. T. J. Am. Chem. Soc. 1991, 113, 4272-4278.
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12
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34848838268
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The details are provided as Supporting Information
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The details are provided as Supporting Information.
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13
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13944263884
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The analogous reaction was observed for α,β-unsaturated esters and ketones: Calad, S. A.; Woerpel, K. A. J. Am. Chem. Soc. 2005, 127, 2046-2047 and references therein.
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The analogous reaction was observed for α,β-unsaturated esters and ketones: Calad, S. A.; Woerpel, K. A. J. Am. Chem. Soc. 2005, 127, 2046-2047 and references therein.
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15
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34848849324
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Product 14 was also obtained in the absence of a silver catalyst, although the reaction was slower and low-yielding
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Product 14 was also obtained in the absence of a silver catalyst, although the reaction was slower and low-yielding.
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16
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34848837006
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Upon purification of 14 by flash chromatography, a significant amount of N.O-acetal hydrolysis and elimination to form 14′ were observed. Vinyl silane 14′ was isolated in 13% yield.
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Upon purification of 14 by flash chromatography, a significant amount of N.O-acetal hydrolysis and elimination to form 14′ were observed. Vinyl silane 14′ was isolated in 13% yield.
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-
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17
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34848889564
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Purification of 15 by flash chromatography gave a mixture of hydrolyzed products. Compound 15' was isolated in 55% yield. Figure presented
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Purification of 15 by flash chromatography gave a mixture of hydrolyzed products. Compound 15' was isolated in 55% yield. Figure presented
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19
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0347088930
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For other transition-metal-mediated alkyne insertion reactions of strained intermediates, see: a
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For other transition-metal-mediated alkyne insertion reactions of strained intermediates, see: (a) Barluenga, J.; Rodríguez, F.; Álvarez-Rodrigo, L.; Zapico, J. M.; Fañanás, F. J. Chem. Eur. J. 2004, 10, 109-116.
-
(2004)
Chem. Eur. J
, vol.10
, pp. 109-116
-
-
Barluenga, J.1
Rodríguez, F.2
Álvarez-Rodrigo, L.3
Zapico, J.M.4
Fañanás, F.J.5
-
20
-
-
0000321153
-
-
(b) Buchwald, S. L.; Watson, B. T.; Wannamaker, M. W.; Dewan, J. C. J. Am. Chem. Soc. 1989, 111, 4486-4494.
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 4486-4494
-
-
Buchwald, S.L.1
Watson, B.T.2
Wannamaker, M.W.3
Dewan, J.C.4
-
21
-
-
0001335265
-
-
(c) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321-2322.
-
(1991)
J. Am. Chem. Soc
, vol.113
, pp. 2321-2322
-
-
Grossman, R.B.1
Davis, W.M.2
Buchwald, S.L.3
-
23
-
-
33746322420
-
-
(e) Ohkubo, M.; Hayashi, D.; Oikawa, D,; Fukuhara, K.; Okamoto, S.; Sato, F. Tetrahedron Lett. 2006, 47, 6209-6212.
-
(2006)
Tetrahedron Lett
, vol.47
, pp. 6209-6212
-
-
Ohkubo, M.1
Hayashi, D.2
Oikawa, D.3
Fukuhara, K.4
Okamoto, S.5
Sato, F.6
-
24
-
-
0002511383
-
-
(f) Seyferth, D.; Shannon, M. L.; Vick, S. C.; Lim, T. F. O. Organometallics 1985, 4, 57-62.
-
(1985)
Organometallics
, vol.4
, pp. 57-62
-
-
Seyferth, D.1
Shannon, M.L.2
Vick, S.C.3
Lim, T.F.O.4
-
26
-
-
0000475062
-
-
(h) Saso, H,; Ando, W.; Ueno, K. Tetrahedron 1989, 45, 1929-1940.
-
(1989)
Tetrahedron
, vol.45
, pp. 1929-1940
-
-
Saso, H.1
Ando, W.2
Ueno, K.3
-
28
-
-
0042693200
-
-
(a) Kochi, T.; Tang, T. P.; Ellman, J. A. J. Am. Chem. Soc. 2003, 125, 11276-11282.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 11276-11282
-
-
Kochi, T.1
Tang, T.P.2
Ellman, J.A.3
-
29
-
-
0005888740
-
-
(b) Ohno, H.; Hamaguchi, H.; Tanaka, T. Org. Lett. 2000, 2, 2161-2163.
-
(2000)
Org. Lett
, vol.2
, pp. 2161-2163
-
-
Ohno, H.1
Hamaguchi, H.2
Tanaka, T.3
-
32
-
-
0037471214
-
-
(b) Patel, S. J.; Jamison, T. F. Angew. Chem., Int. Ed. 2003, 42, 1364-1367.
-
(2003)
Angew. Chem., Int. Ed
, vol.42
, pp. 1364-1367
-
-
Patel, S.J.1
Jamison, T.F.2
-
33
-
-
0242710784
-
-
(c) Miller, K. M.; Molinaro, C.; Jamison, T. F. Tetrahedron: Asymmetry 2003, 14, 3619-3625.
-
(2003)
Tetrahedron: Asymmetry
, vol.14
, pp. 3619-3625
-
-
Miller, K.M.1
Molinaro, C.2
Jamison, T.F.3
-
36
-
-
0001019927
-
-
Patai, S, Rappoport, Z, Eds, Wiley: New York
-
(a) Walsh, R. In The Chemistry of Organic Silicon Compounds, Part 1; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1989; pp 371-391.
-
(1989)
The Chemistry of Organic Silicon Compounds, Part 1
, pp. 371-391
-
-
Walsh, R.1
-
37
-
-
34848917821
-
-
Patai, S, Rappoport, Z, Eds, Wiley: New York
-
(b) Armitage, D. A. In The Chemistry of the Silicon-Heteroatom Bond; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1991; pp 245-439.
-
(1991)
The Chemistry of the Silicon-Heteroatom Bond
, pp. 245-439
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-
Armitage, D.A.1
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38
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33744757356
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For other metal-catalyzed reductive coupling strategies of imines and alkynes, see: a
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For other metal-catalyzed reductive coupling strategies of imines and alkynes, see: (a) Black, D. A.; Arndtsen, B. A. Org. Lett. 2006, 8, 1991-1993.
-
(2006)
Org. Lett
, vol.8
, pp. 1991-1993
-
-
Black, D.A.1
Arndtsen, B.A.2
-
40
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34848871565
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See ref. 20c
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(c) See ref. 20c.
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41
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84868263596
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-1) for the Si-H are similar to other aminosilanes: Gu, T.-Y. Y.; Weber, W. P. J. Organomet. Chem. 1980, 184, 7-11.
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-1) for the Si-H are similar to other aminosilanes: Gu, T.-Y. Y.; Weber, W. P. J. Organomet. Chem. 1980, 184, 7-11.
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42
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84868265425
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A 1,3-dipolar cycloaddition between dipole III (Scheme 3) and an alkyne would also account for the formation of compounds 16a-f. We have not, however, observed the cycloaddition under thermal conditions 120°C
-
A 1,3-dipolar cycloaddition between dipole III (Scheme 3) and an alkyne would also account for the formation of compounds 16a-f. We have not, however, observed the cycloaddition under thermal conditions (120°C).
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