Abstract
AbstractThe α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this short review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.1 Introduction2 Approaches to α-exo-Methylene-γ-butyrolactones2.1 Enantioselective Synthesis via Lactonization Approaches2.2 Enantioselective Halolactonizations2.3 Enantioselective Barbier-Type Allylation2.4 C–H Insertion/Olefination Sequences2.5 Alkene Cyclization2.6 Strain-Driven Dyotropic Rearrangement3 β-(Hydroxymethylalkyl)-α-exo-methylene-γ-butyrolactones4 Applications in Total Synthesis4.1 Sesquiterpene Lactones4.2 Lignans4.3 Other Monocyclic Natural Products4.4 Choice of Methodology in Recent Total Syntheses5 Summary and Outlook
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