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Comparable reactions on alkynes: a (Sn-Si): T. N. Mitchell, R. Wickenkamp, A. Amamria, R. Dicke, U. Schneider, J. Org. Chem. 1987, 52, 4868-4874;
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Comparable reactions on alkynes: a) (Sn-Si): T. N. Mitchell, R. Wickenkamp, A. Amamria, R. Dicke, U. Schneider, J. Org. Chem. 1987, 52, 4868-4874;
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45
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53549120791
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The yields obtained in the hydrostannylation can be increased by running the reaction in an atmosphere of CO, probably because of a prolonged lifetime of the catalyst
-
The yields obtained in the hydrostannylation can be increased by running the reaction in an atmosphere of CO, probably because of a prolonged lifetime of the catalyst.
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46
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0034296464
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0001349470
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For Pd-free β eliminations of α-hydroxyvinyl stannanes to allenes, see
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48
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53549097813
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Unfortunately, propargyl acetate A could not be hydrostannylated in the presence of Pd, because the competing formation of allenyl-Pd complexes was faster.
-
Unfortunately, propargyl acetate A could not be hydrostannylated in the presence of Pd, because the competing formation of allenyl-Pd complexes was faster.
-
-
-
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49
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53549083949
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The regioselectivity towards the desired α-stannylated product in general is lower with Pd catalysts in comparison to the molybdenum catalyst MoBI3 see reference [14, and references therein
-
3 (see reference [14], and references therein).
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-
-
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50
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53549098452
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No elimination was observed in the absence of palladium
-
No elimination was observed in the absence of palladium.
-
-
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51
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0343081014
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a) U. Kazmaier, D. Schauß, M. Pohlman, S. Raddatz, Synthesis 2000, 914-916;
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52
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0035910534
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b) U. Kazmaier, D. Schauß, S. Raddatz, M. Pohlman, Chem. Eur. J. 2001, 7, 456-464;
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Chem. Eur. J
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Kazmaier, U.1
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54
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34250728472
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Angew. Chem. Int. Ed. 2007, 46, 4570-4573.
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Angew. Chem. Int. Ed
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-
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55
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53549116907
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This reaction was not optimized, owing to the high toxicity of the methylstannanes
-
This reaction was not optimized, owing to the high toxicity of the methylstannanes.
-
-
-
-
56
-
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53549089480
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[5a] reported an inverse regioselectivity in the case of B-Si.
-
[5a] reported an inverse regioselectivity in the case of B-Si.
-
-
-
-
58
-
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53549110401
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-
The direct disilylation requires reaction temperatures of around 120°C (see reference [10]). The attempt to react 2a with hexamethyldisilane was unsuccessful.
-
The direct disilylation requires reaction temperatures of around 120°C (see reference [10]). The attempt to react 2a with hexamethyldisilane was unsuccessful.
-
-
-
-
59
-
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53549134598
-
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4] result in a dramatic drop in yield.
-
4] result in a dramatic drop in yield.
-
-
-
|