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27
-
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33644654272
-
-
note
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The reaction was not pushed to completion to avoid dibromo compound formation, which was previously observed. The starting methyl sulfone was recovered.
-
-
-
-
30
-
-
33644639699
-
-
note
-
2O as an additive should occur and lead to a closed transition state (chairlike), as described earlier in the literature. In contrast, HMPA is known to break the complexation of the two partners, and an open transition state should operate. Nevertheless, this hypothesis cannot lead us to predict which isomer, for Z, will predominate. Further studies should be completed to validate these hypotheses.
-
-
-
-
31
-
-
33644662460
-
-
note
-
In Kocienski-Julia olefination, as the polarity and the coordinating ability of the solvent increase, the E selectivity of the reaction increases, which is opposite in our case with α-halomethyl sulfones, because we obtained predominantly the Z isomer. We do not have a rationale at the moment to explain this reversal.
-
-
-
-
32
-
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33644658606
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note
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Julia used LDA in a mixture of THF/hexanes at -78 °C for 3 h, and then warmed the mixture to room temperature for 1 h to afford a 17:83 ratio, favoring the E alkenyl chloride.
-
-
-
-
33
-
-
33644653539
-
-
note
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2, LDA, and phosphazanes), slow addition (syringe pump over 3 h), barbier or premetalate, and different additives (monodentate, bidentate, and tridentate), without any success.
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35
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19344365167
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Kuang, C.1
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Tokudac, M.4
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36
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Uenishi, J.1
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37
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0000014613
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Babudri, F.; Cicciomessere, A. R.; Farinola, G. M.; Fiandanese, V.; Marchese, G.; Musio, R.; Naso, F.; Sciacovelli, O. J. Org. Chem. 1997, 62, 3291.
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Babudri, F.1
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Farinola, G.M.3
Fiandanese, V.4
Marchese, G.5
Musio, R.6
Naso, F.7
Sciacovelli, O.8
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38
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0037017025
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Baati, R.1
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Mioskowski, C.4
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