Author
N. C. Ganguly
Bio: N. C. Ganguly is an academic researcher. The author has contributed to research in topics: Terpene. The author has an hindex of 1, co-authored 1 publications receiving 1 citations.
Topics: Terpene
Papers
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TL;DR: The Dieckman condensation as mentioned in this paper is an acetoacetic ester condensation in which a dicarboxylic ester is cyclized to a beta-ketonic ester through the action of a base.
Abstract: The Dieckman condensation is an acetoacetic ester condensation in which a dicarboxylic ester is cyclized to a beta-ketonic ester through the action of a base. The dicarboxylic ester must have at least one alpha-hydrogen atom and the carbalkoxy groups must be situated that cyclization will result in a 4-membered ring or larger ring. Discovery and development of the reaction are generally credited to Dieckmann, who found that heating an adipic or a pimelic ester with sodium and a trace alcohol led to cyclization with formation of a cyclopentanone or a cyclohexanone. The Dieckmann condensation has proved useful for the preparation of a variety of carbocyclic and heterocyclic ketones and has been extended to the synthesis of 7 and 8-membered rings.
Keywords:
Dieckman condensation;
cyclizations;
Michael condensation;
intermolecular ester;
alkylation;
acyloin condensation;
failures
5 citations