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beta keto ester|Claisen condensation

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beta keto ester|Claisen condensation

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beta keto ester|Claisen condensation

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beta keto ester

beta keto ester,

In the Claisen condensation, an ester (2 equivalents) is treated with a base (1 equivalent); the product is a called “beta-keto” ester, since a ketone is located two carbons away (beta) from the ester carbonyl. It forms a new C-C bond and breaks a C-O and C-H bond.
beta keto ester
A β-ketoester is an ester of a β-ketoacid.beta keto ester Claisen condensation A β-ketoester is an ester of a β-ketoacid.

The Claisen condensation is a carbon–carbon bond forming reaction that occurs between two esters or one ester and another carbonyl compound in the presence of a strong base. The reaction produces a β-keto ester or a β-diketone. [1] It is named after Rainer Ludwig Claisen, who first published his work on the reaction in 1887.An one-pot reaction of carboxylic acids and ynol ethers provides β-keto esters under promotion of Ag 2 O and a subsequent DMAP-catalyzed rearrangement. This protocol offers mild reaction conditions and a broad substrate scope.

During the reaction a new carbon-carbon bond is formed; the product is a β-keto ester. A major difference with the aldol reaction is the fact that hydroxide cannot be used as a base because it could possibly react with the ester.The successful transesterification of β-keto esters using primary (entries 1, 4–6, 9, 11, 13 and 15), secondary (entries 2, 8, 10, 14 and 16), tertiary (entries 3, 7 and 12), allylic (entries 4, 11, 13 and 15) and benzylic (entry 1) alcohols with catalytic amounts of zinc sulfate at 80 °C was reported by Bandgar and colleagues . 78 The .Claisen condensation The successful transesterification of β-keto esters using primary (entries 1, 4–6, 9, 11, 13 and 15), secondary (entries 2, 8, 10, 14 and 16), tertiary (entries 3, 7 and 12), allylic (entries 4, 11, 13 and 15) and benzylic (entry 1) alcohols with catalytic amounts of zinc sulfate at 80 °C was reported by Bandgar and colleagues . 78 The .A Beta-Ketoester is defined as an easily accessible compound that undergoes selenocyclization to form a mixture of cis-trans products, which can be further converted into selenium-free hydroxy furans. Diesters can undergo an intramolecular reaction, called the Dieckmann condensation, to produce cyclic beta-keto esters. This reaction works best with 1,6-diesters, which produce five-membered rings, and 1,7-diesters which produce six membered rings.

beta keto ester|Claisen condensation
PH0 · β
PH1 · Synthesis of β
PH2 · Recent advances in the transesterification of β
PH3 · Claisen condensation
PH4 · Claisen Condensation and Dieckmann Condensation
PH5 · Beta
PH6 · 23.9: Intramolecular Claisen Condensations
PH7 · 19.15 A Claisen Condensation Forms a β
PH8 · (PDF) β‐Ketoesters: An Overview and It's Applications via
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beta keto ester|Claisen condensation
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