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0000139706
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The darkened solution may show the formation of a lanthanide isopropyloxide. Lanthanide isopropyloxides have been prepared by the direct reaction of a lanthanide amalgam with 2-propanol: K. S. Mazdiyasni, C. T. Lynch, J. S. Smith, Inorg. Chem. 1966, 5, 342; [8b] G. A. Molander, C. H. Harris, Chem. Rev. 1996, 96, 307; G. A. Molander, C. H. Harris, Tetrahedron 1998, 54, 3321.
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34
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33947297511
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The darkened solution may show the formation of a lanthanide isopropyloxide. Lanthanide isopropyloxides have been prepared by the direct reaction of a lanthanide amalgam with 2-propanol: K. S. Mazdiyasni, C. T. Lynch, J. S. Smith, Inorg. Chem. 1966, 5, 342; [8b] G. A. Molander, C. H. Harris, Chem. Rev. 1996, 96, 307; G. A. Molander, C. H. Harris, Tetrahedron 1998, 54, 3321.
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36
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4544274561
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Deoxygenation of α-methoxy ketones and esters has been reported: G. A. Molander, G. Hahn, J. Org. Chem. 1986, 51, 1136; K. Kusuda, J. Inanaga, M. Yamaguchi, Tetrahedron Lett. 1989, 30, 2945.
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0000856232
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38
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4544268131
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note
-
Our result differed from Kagan's report, in which the cis alcohol was the major product (cis/trans = 72:28) after repetition of several experiments. See ref.[11]
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39
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0001143623
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Lanthanide isopropyloxide-mediated MPV reductions have been reported: J.-L. Namy, J. Souppe, J. Collin, H. B. Kagan, J. Org. Chem. 1984, 49, 2045; A. Lebrun, J.-L. Namy, H. B. Kagan, Tetrahedron Lett. 1991, 32, 2355; T. Okano, M. Matsuoka, S. Kinoshita, M. Kiji, Nippon Kagaku Kaishi, 1993, 487.
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Kagan, H.B.4
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40
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0025864813
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Lanthanide isopropyloxide-mediated MPV reductions have been reported: J.-L. Namy, J. Souppe, J. Collin, H. B. Kagan, J. Org. Chem. 1984, 49, 2045; A. Lebrun, J.-L. Namy, H. B. Kagan, Tetrahedron Lett. 1991, 32, 2355; T. Okano, M. Matsuoka, S. Kinoshita, M. Kiji, Nippon Kagaku Kaishi, 1993, 487.
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Lebrun, A.1
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41
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85016542021
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Lanthanide isopropyloxide-mediated MPV reductions have been reported: J.-L. Namy, J. Souppe, J. Collin, H. B. Kagan, J. Org. Chem. 1984, 49, 2045; A. Lebrun, J.-L. Namy, H. B. Kagan, Tetrahedron Lett. 1991, 32, 2355; T. Okano, M. Matsuoka, S. Kinoshita, M. Kiji, Nippon Kagaku Kaishi, 1993, 487.
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Okano, T.1
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Kiji, M.4
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42
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4544311309
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note
-
2CDOH (99.8%), and obtained a > 98% deuterated 1-phenylethanol, PhCD(OH)Me. This result suggests that hydride transfer occurs from the samarium isopropyloxide.
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-
-
43
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0001767033
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It has been reported that the samarium alkoxide of the amino alcohol 7 is an efficient catalyst for asymmetric MPV reduction: D. A. Evans, S. G. Nelson, M. R. Gand, A. R. Muci, J Am. Chem. Soc. 1993, 115, 9800.
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Evans, D.A.1
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Muci, A.R.4
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