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Related Concept Videos

Alkylation of β-Diester Enolates: Malonic Ester Synthesis01:14

Alkylation of β-Diester Enolates: Malonic Ester Synthesis

Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
Carboxylic Acid Derivatives: Overview01:15

Carboxylic Acid Derivatives: Overview

Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic acid derivatives are:
Loss of Carboxy Group as CO2: Decarboxylation of Malonic Acid Derivatives01:35

Loss of Carboxy Group as CO2: Decarboxylation of Malonic Acid Derivatives

Just like β-keto acids—which upon thermal decarboxylation form ketones—β-dicarboxylic acids undergo decarboxylation to generate monocarboxylic acids with the liberation of carbon dioxide.
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles01:11

Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles

Naming Amides
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction01:26

Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction

α-Substituted ketones or aldehydes can be synthesized from enamines by the Stork enamine reaction, named after its pioneer Gilbert Stork. Enamines are useful synthetic intermediates where the lone pair on nitrogen is in conjugation with the C=C bond. They resemble enolate ions, as the resonance forms of both species have a nucleophilic α carbon.
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides01:16

Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides

Naming Acid Halides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.

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Updated: Jun 1, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

Carbohydrate-based lactones: synthesis and applications.

Nuno M Xavier1, Amélia P Rauter, Yves Queneau

  • 1Centro de Química e Bioquímica, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade de Lisboa, Ed. C8, 50 Piso, Campo Grande, 1749-016, Lisboa, Portugal.

Topics in Current Chemistry
|June 1, 2011
PubMed
Summary

This study details carbohydrate-based lactones, including aldonolactones and complex bicyclic systems. Their synthesis and diverse applications are explored, highlighting their chemical versatility.

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Area of Science:

  • Carbohydrate Chemistry
  • Organic Synthesis
  • Lactone Chemistry

Background:

  • Carbohydrate lactones are a versatile class of organic compounds.
  • Understanding their synthesis and applications is crucial in organic chemistry.

Purpose of the Study:

  • To describe the synthesis and uses of various carbohydrate-based lactones.
  • To cover monocyclic lactones (aldonolactones) and bicyclic systems.

Main Methods:

  • Review of synthetic strategies for carbohydrate lactones.
  • Discussion of structural diversity including monocyclic and bicyclic forms.

Main Results:

  • Detailed description of aldonolactones and related monocyclic lactones.
  • Exploration of bicyclic lactone systems derived from uronic acids, ethers, glycosides, and branched sugars.

Conclusions:

  • Carbohydrate-based lactones represent a significant area of synthetic and applied chemistry.
  • The described compounds offer a wide range of structural possibilities and potential uses.