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85088603394
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note
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[7k]
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-
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37
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0027733638
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III derivative necessarily requires the further consumption of the sacrificial alcohol 4. See also: S.-I. Murahashi, T. Naota, N. Hirai, J. Org. Chem. 1993, 58, 7318.
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38
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0344932566
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note
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That a ruthenium alkoxide 7 is an intermediate in this process is clearly revealed by the complete lack of reactivity of the trimethylsilyl ether derived from 6.
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-
-
-
39
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33845374872
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The [1.4] addition of ruthenium hydrides to enones is well-documented; see for example: Y. Ishii, K. Osakada, T. Ikariya, M. Saburi, S. Yoshikawa, J. Org. Chem. 1986, 51, 2034. For a similar mechanism involving the [1,4]-hydride addition to conjugated iminium intermediates, see, for example: S.-I. Inoue, H. Takaya, K. Tani, S. Otsuka, T. Sato, R. Noyori, J. Am. Chem. Soc. 1990, 112, 4897.
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Ishii, Y.1
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Saburi, M.4
Yoshikawa, S.5
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40
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0001149238
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-
The [1.4] addition of ruthenium hydrides to enones is well-documented; see for example: Y. Ishii, K. Osakada, T. Ikariya, M. Saburi, S. Yoshikawa, J. Org. Chem. 1986, 51, 2034. For a similar mechanism involving the [1,4]-hydride addition to conjugated iminium intermediates, see, for example: S.-I. Inoue, H. Takaya, K. Tani, S. Otsuka, T. Sato, R. Noyori, J. Am. Chem. Soc. 1990, 112, 4897.
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Inoue, S.-I.1
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Otsuka, S.4
Sato, T.5
Noyori, R.6
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41
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0344932564
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note
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Beside being a by-product of the oxidation of 4, 2-undecanone also appears to act as a ligand for the low-valent ruthenium catalyst.
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