Claisen_Dieckmann - Professor M. J. Krische, UT Austin The...

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The Claisen and Dieckmann Reactions Upon exposure of an ester to an alkoxide two things can happen: I. The alkoxide can deprotonate the ester to generate the ester enolate, which, in turn, can undergo addition-elimination to the starting ester . II. The alkoxide can undergo addition to the carbonyl carbon of the starting ester. However, if the alkoxy groups are the same, no net chemical change will result upon elimination. Professor M. J. Krische, UT Austin
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The Claisen and Dieckmann Reactions Professor M. J. Krische, UT Austin
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The Claisen and Dieckmann Reactions
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Unformatted text preview: Professor M. J. Krische, UT Austin The Claisen and Dieckmann Reactions Crossed Claisen condensation : If we attempt to condense two different esters that both contain -hydrogens, four products will result. Professor M. J. Krische, UT Austin The Claisen and Dieckmann Reactions Crossed Claisen condensation : If we attempt to condense two different esters and only one contains -hydrogens, a single product will resultprovided we use an excess of the ester without the -hydrogens to prevent self-condensation. Professor M. J. Krische, UT Austin...
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Claisen_Dieckmann - Professor M. J. Krische, UT Austin The...

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