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For previous reports of rhodium-catalyzed isomerizations of exo-methylenic cyclohexanes, exo-methylenic ketones and exo-methylenic lactones, : a
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For previous reports of rhodium-catalyzed isomerizations of exo-methylenic cyclohexanes, exo-methylenic ketones and exo-methylenic lactones, see : a) P. Stahl, L. Kissau, R. Mazitschek, A. Huwe, P. Furet, A. Giannis, H. Waldmann, J. Am. Chem. Soc. 2001,123,11586-11593;
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2
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2.
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19
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70350610740
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A mechanism involving a π-allyl palladium intermediate would be likely to incorporate either one or four equivalents of deuterium.
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A mechanism involving a π-allyl palladium intermediate would be likely to incorporate either one or four equivalents of deuterium.
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21
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0033589315
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b) J. Yu, P. S. Whitney, J. B. Spencer, J. Mol. Catal. A 1999,146,199-210.
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70350605571
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Treatment of trisubstituted allylic alcohol 2 with 3 mol% Pd/C in IPA under a balloon of deuterium gas for eight hours resulted in 60% incorporation of deuterium into its vinylic position.
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Treatment of trisubstituted allylic alcohol 2 with 3 mol% Pd/C in IPA under a balloon of deuterium gas for eight hours resulted in 60% incorporation of deuterium into its vinylic position.
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23
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70350608233
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Experiments employing < 1 bar of hydrogen resulted in competing oxidation of allylic alcohol 6a to its corresponding ketone.
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Experiments employing < 1 bar of hydrogen resulted in competing oxidation of allylic alcohol 6a to its corresponding ketone.
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24
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70350591930
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All syn-/anti-hydrogenated alcohols 8/9 were formed in a ratio ranging from 1:1 to 2:1, with major isomers unassigned.
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All syn-/anti-hydrogenated alcohols 8/9 were formed in a ratio ranging from 1:1 to 2:1, with major isomers unassigned.
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25
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0001408311
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Allylic alcohols 6a-d and 6g-j were prepared via amethylenation of the appropriate aldehyde with formaldehyde and dimethylamine hydrochloride, followed by addition of the corresponding Grignard reagent; a
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Allylic alcohols 6a-d and 6g-j were prepared via amethylenation of the appropriate aldehyde with formaldehyde and dimethylamine hydrochloride, followed by addition of the corresponding Grignard reagent; see : a) C. S. Marvel, R. L. Myers, J. H. Saunders, J. Am. Chem. Soc. 1948, 70, 1694-1699;
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0038606694
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Allylic alcohols 6e, f were prepared via addition of the appropriate pyridyl-Grignard reagent to 2-ethylacrolein
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Allylic alcohols 6e, f were prepared via addition of the appropriate pyridyl-Grignard reagent to 2-ethylacrolein; see: F. Trécourt, G. Breton, V. Bonnet, F. Mongin, F. Marsais, G. Quéguiner, Tetrahedron 2000, 56, 1349-1360.
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70350613306
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1H NMR Spectra Than the Alkene Protons of Their Corresponding (Z)-isomers
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1H NMR spectra than the alkene protons of their corresponding (Z)-isomers.
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