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Synthesis 2024; 56(05): 714-732
DOI: 10.1055/a-2181-9800
DOI: 10.1055/a-2181-9800
short review
Modern Macrolactonization Techniques
This work was supported by the Agence Nationale de la Recherche (ANR) (ANR-16-CE07-0022, funding for G.F.) and the Interdisciplinary Thematic Institutes (ITI-CSC) via IdEx Unistra (ANR-10-IDEX-0002, funding for M.V.H.) within the program Investissement d’Avenir. D.L. thanks the Centre National de la Recherche Scientifique (CNRS).
Abstract
The study of macrolactonization processes has been a steady endeavor for synthetic chemists to access macrocycles that are fundamental in the development of numerous high-added-value compounds, notably drugs and fragrances. This field of research is essential as macrolactonizations usually take place at the end of manifold syntheses and chemists need reliable, efficient, and versatile tools to avoid unpredictable results that would lead them to completely redesign their synthetic plan. Here, we highlight the recent methods reported to achieve macrolactonizations towards the formation of both macrolactones and macrodiolides, which feature either Lewis acids, transition metals or organic molecules as activating agents.
1 Introduction
2 Stoichiometric Carboxylic Acid Activation
3 Lewis Acid Catalyzed Reaction
4 C–H Activation
5 Ring-Expansion Strategy
6 Chemoenzymatic Synthesis
7 Other Macrolactonization Variants
8 Conclusion and Outlook
Key words
macrolactone - macrodiolide - coupling agent - Lewis acid - C–H activation - ring expansion - chemoenzymaticPublication History
Received: 22 August 2023
Accepted after revision: 26 September 2023
Accepted Manuscript online:
26 September 2023
Article published online:
31 October 2023
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