Question

Just as the aldol condensation can be carried out intramolecularly, so too can the Claisen condensation be carried out intramolecularly, only on a diester. Called the Dieckmann Cyclization, reaction of a diester with base yields a cyclic ???-keto ester product. In the box below, draw the product of the reaction shown. Using curved arrow notation, draw a mechanism in the space provided that explains formation of the product you expect to obtain.

Name: Just as the aldol condensation can be carried out intramolecularly, so too can the Claisen condensation be carried out intramolecularly, only on a diester. Called the Dieckmann Cyclization, reaction of a diester with base yields a cyclic ???-keto ester product. In the box below, draw the product of the reaction shown. Using curved arrow notation, draw a mechanism in the space provided that explains formation of the product you expect to obtain.
Uploaded: 2023-06-14T07:53:33-08:00
Duration: 2 min 49 s
Channel: Sri K

          Just as the aldol condensation can be carried out intramolecularly, so too can the Claisen condensation be carried out intramolecularly, only on a diester. Called the Dieckmann Cyclization, reaction of a diester with base yields a cyclic ???-keto ester product. In the box below, draw the product of the reaction shown. Using curved arrow notation, draw a mechanism in the space provided that explains formation of the product you expect to obtain.

Just as the aldol condensation can be carried out intramolecularly, so too can the Claisen condensation be carried out intramolecularly, only on a diester. Called the Dieckmann Cyclization, reaction of a diester with base yields a cyclic ???-keto ester product. In the box below, draw the product of the reaction shown. Using curved arrow notation, draw a mechanism in the space provided that explains formation of the product you expect to obtain.

Added by Jamie G.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Sri K

06/14/2023

Step 1

The base (NaOCH3) will deprotonate the alpha hydrogen of the diester. Show more…

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Just as the aldol condensation can be carried out intramolecularly, so too can the Claisen condensation be carried out intramolecularly, only on a diester. Called the Dieckmann Cyclization, reaction of a diester with base yields a cyclic ̢̣͂-keto ester product. In the box below, draw the product of the reaction shown. Using curved arrow notation, draw a mechanism in the space provided that explains formation of the product you expect to obtain.