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Synthesis of γ-alkylidene lactones <i>via</i> molecular stitching of carboxylic acids and olefins.


ABSTRACT: In this study, we describe a direct palladium-catalyzed tandem β-C(sp3)-H olefination/lactonization strategy for the one-step synthesis of γ-alkylidene lactones. The reaction is enabled by an N-acyl sulfonamide ligand and utilizes readily available and inexpensive carboxylic acids and styrenes as coupling partners, enabling the efficient construction of structurally diverse γ-alkylidene lactones through the consecutive functionalization of three C-H bonds. Notable highlights include excellent functional group tolerance and derivatization of the resulting γ-alkylidene lactones to obtain various synthetically useful motifs.

SUBMITTER: Crnovrsanin E 

PROVIDER: S-EPMC12257166 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature