Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen condensations. These are called Dieckmann condensations. 1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form when the hydrogen(s) is/are removed. H3CH₂CO OCH₂CH3 2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the other carbonyl carbon in the molecule. All electron movement must be shown with arrows.

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B. Dieckmann Condensations
Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen
condensations. These are called Dieckmann condensations.
1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form
when the hydrogen(s) is/are removed.
H3CH₂CO
OCH₂CH3
2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the
other carbonyl carbon in the molecule. All electron movement must be shown with
arrows.
Transcribed Image Text:B. Dieckmann Condensations Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen condensations. These are called Dieckmann condensations. 1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form when the hydrogen(s) is/are removed. H3CH₂CO OCH₂CH3 2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the other carbonyl carbon in the molecule. All electron movement must be shown with arrows.
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