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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 ...
The Thorpe reaction is a chemical reaction described as a self-condensation of aliphatic nitriles catalyzed by base to form enamines. [1] [2] [3] The reaction was discovered by Jocelyn Field Thorpe. The Thorpe reaction
Dieckmann condensation of diesters is the intramolecular version of aldol condensation. Madelung synthesis of indoles; Smiles rearrangement; Hydroacylation is almost invariably practiced intramolecularly to produce ketones. [3] RCHO + CH 2 =CHR' → RC(O)CH 2 CH 2 R' Nazarov cyclization reaction for the synthesis of cyclopentenones
Examples of ring compounds readily include cases where: all the atoms are carbon (i.e., are carbocycles), ... the Dieckmann condensation as applied to ring formation.
The reaction sequence in the related Hauser annulation is a Michael addition followed by a Dieckmann condensation and finally an elimination. The Dieckmann condensation is a similar ring closing intramolecular chemical reaction of diesters with base to give β-ketoesters. The Hauser donor is an aromatic sulfone or methylene sulfoxide with a ...
Dieckmann condensation; Dieckmann reaction; Diels–Alder reaction; Diels–Reese reaction; Dienol–benzene rearrangement; Dienone–phenol rearrangement; Dimroth rearrangement; Di-π-methane rearrangement; Directed ortho metalation; Doebner modification; Doebner reaction; Doebner–Miller reaction, Beyer method for quinolines; Doering ...
Acyloin condensation is a reductive coupling of two carboxylic esters using impure metallic sodium to yield an α-hydroxyketone, also known as an acyloin. [1] [2] [3] The acyloin condensation. The reaction is most successful when R is aliphatic and saturated, and typically performed with a silyl chloride reactant to trap the product as a ...
The Dieckmann condensation, where a molecule with two ester groups reacts intramolecularly, forming a cyclic β-keto ester. In this case, the ring formed must not be strained, usually a 5- or 6-membered chain or ring. Retro-Claisen condensation is the reverse of the title reaction, i.e., the base-induced cleavage of 2-ketoesters