The Dieckmann condensation is the intramolecular chemical reaction of diesters with base to give β-keto esters.[1] It is named after the German chemist Walter Dieckmann (1869–1925).[2][3] The equivalent intermolecular reaction is the Claisen condensation. Dieckmann condensations are highly effective routes to 5-, 6-, and 7-member rings, but poor for larger rings.[4]
The Dieckmann condensation
^Davis, B. R.; Garrett, P. J. Compr. Org. Synth. 1991, 2, 806-829. (Review)
^Kwart, Harold; King, Kenneth (1969). "Rearrangement and cyclization reactions of carboxylic acids and esters". In S. Patai (ed.). PATAI'S Chemistry of Functional Groups: Carboxylic Acids and Esters (1969). pp. 341–373. doi:10.1002/9780470771099.ch8. ISBN 9780470771099.
^Schaefer, J. P.; Bloomfield, J. J. (1967). "The Dieckmann Condensation (Including the Thorpe-Ziegler Condensation)". Organic Reactions. 15: 1–203. doi:10.1002/0471264180.or015.01. ISBN 0471264180.
^Smith, Michael B.; March, Jerry (2007), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.), New York: Wiley-Interscience, p. 1453, ISBN 978-0-471-72091-1
and 27 Related for: Dieckmann condensation information
The Dieckmanncondensation is the intramolecular chemical reaction of diesters with base to give β-keto esters. It is named after the German chemist Walter...
enolizable. LDA is not commonly used in the classic Claisen or Dieckmanncondensations due to enolization of the electrophilic ester. The alkoxy portion...
compounds. A Dieckmanncondensation involves two ester groups in the same molecule and yields a cyclic molecule In the Japp–Maitland condensation water is...
Stobbe condensation is also illustrated by the synthesis of the drug tametraline. Aldol condensation Polyketide synthase Dieckmanncondensation Claisen...
Walter Dieckmann (8 October 1869 – 12 January 1925) was a German chemist. He is the namesake of the Dieckmanncondensation, the intramolecular reaction...
John P.; Bloomfield, Jordan J. (2011). "The DieckmannCondensation (Including the Thorpe-Ziegler Condensation)". Organic Reactions. pp. 1–203. doi:10.1002/0471264180...
can further react, e.g., the Claisen condensation and its intramolecular equivalent, the Dieckmanncondensation. This conversion is exploited in the malonic...
These general reactions include: Acyloin condensation; Anodic oxidations; and the Dieckmanncondensation as applied to ring formation. In organic chemistry...
Michael addition followed by a Dieckmann condensation and finally an elimination. The Dieckmanncondensation is a similar ring closing intramolecular...
promote condensation reactions of carbonyl compounds via the Dieckmanncondensation, Stobbe condensation, Darzens condensation, and Claisen condensation. Other...
condensation is called a Dieckmanncondensation or Dieckmann cyclization, since it can be used to form rings. Esters can also undergo condensations with ketone and...
solar cycle, below Dice's coefficient – Lee Raymond Dice Dieckmanncondensation – Walter Dieckmann Diels–Alder reaction – Otto Paul Hermann Diels and Kurt...
practiced intramolecularly, e.g., Dieckmanncondensation of diesters is the intramolecular version of aldol condensation. Madelung synthesis of indoles Smiles...
hydroxyketone 27. Formation of the six-membered C ring took place through a Dieckmanncondensation of lactone 23, which could be obtained through a Chan rearrangement...
tryptophan attached to the PCP. The releasing domain (R) catalyzes a Dieckmanncondensation to both cyclize and release the cAATrp product. The second enzyme...
methanol quench in a combination of 7 reaction steps (one of them a Dieckmanncondensation). The C4 segment 6 was added in an amine alkylation and Heck reaction...
transformations like the Claisen condensation, the Reformatsky reaction, the Arndt–Eistert reaction, and the Dieckmanncondensation. Nicolaou described this preparation...
John P.; Bloomfield, Jordan J. (2011). "The DieckmannCondensation (Including the Thorpe-Ziegler Condensation)". Organic Reactions. pp. 1–203. doi:10.1002/0471264180...
Install Residential Ventilation Systems. 4 June 2009. 9 December 2009. Dieckmann, John. "Improving Humidity Control with Energy Recovery Ventilation."...
(extinction coefficient of 105 M−1 cm−1). Malachite green is prepared by the condensation of benzaldehyde and dimethylaniline to give leuco malachite green (LMG):...
(for U.S. Department of Energy), August 2009 Roth, K.W., Westphalen, D., Dieckmann, J., Hamilton, S.D., Goetzler, W., Energy consumption characteristics...
Global Information
