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37
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0344369882
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-
note
-
The product 3 is contaminated with a chromatographically (recycle HPLC) inseparable isomer (< 10%), the structure of which is tentatively assigned as C1-substituted (E)-7-methyl-3,8-nonadien-1-ols.
-
-
-
-
38
-
-
0345232583
-
-
note
-
Chemical shifts were calculated with the program CS ChemNMR Pro (CambridgeSoft Corpration, Cambridge, MA).
-
-
-
-
39
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0002388003
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-
11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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Erker, G.1
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40
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84990113757
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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41
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0001285755
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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84985614901
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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11 to 1,3-butadiene followed by the allylation of the carbonyl compounds by the thus-formed 1-ethyl-π-allylnickel complex is less probable, since 1-ethyl-π-allylnickel is expected to selectively react with carbonyls at C1 to give 2-ethyl-3-buten-1-ols: d) R. Baker, M. J. Crimmin, J. Chem. Soc. Perkin Trans. 1 1979, 1264-1267; e) S. Akutagawa, Bull. Chem. Soc. Jpn. 1976, 49, 3646-3648; see also: f) K. Ohno, T. Mitsuyasu, J. Tsuji, Tetrahedron 1972, 28, 3705-3720.
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54
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0345232594
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note
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Under similar conditions, bis(phenylethynyl)zinc reacted only with benzaldehyde to provide 1,3-diphenyl-2-propyn-1-ol (98%).
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