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Modern Macrolactonization Techniques

David Lebœuf, Max Van Hoof, Guillaume Force

2023Synthesis15 citationsDOI

Abstract

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

Topics & Concepts

ChemistryLewis acids and basesCombinatorial chemistryReaction conditionsCatalysisOrganic chemistrySynthetic Organic Chemistry MethodsMicrobial Natural Products and BiosynthesisOxidative Organic Chemistry Reactions
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