Chemical Sciences: A Manual for CSIR-UGC National Eligibility Test for Lectureship and JRF/Named Reactions/Dieckmann Condensation

The Dieckmann condensation is the intramolecular chemical reaction of diesters with base to give β-ketoesters.Dieckmann, W. Ber. 1894, 27, 102 & 965Dieckmann, W. Ber. 1900, 33, 595 & 2670Dieckmann, W. Ann. 1901, 317, 51 & 93Schaefer, J. P.; Bloomfield, J. J. Org. React. 1967, 15, 1-203. (Review)Davis, B. R.; Garrett, P. J. Comp. Org. Syn. 1991, 2, 806-829. (Review) It is named after the German chemist Walter Dieckmann (1869–1925). The equivalent intermolecular reaction is the Claisen condensation. center|635px|Dieckmann Condensation reaction mechanism for the example given. Owing to the steric stability of five- and six-membered ring structures, these will preferentially be formed. 1,4- and 1,6 diesters will form five-membered cyclic β-keto esters, while 1,5- and 1,7 diesters will form six-membered β-keto esters. Organic-Chemistry.org. Dieckmann Condensation. http://www.organic-chemistry.org/namedreactions/dieckmann-condensation.shtm References