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Published on: September 6, 2019
Eschenmoser's salts: from design to applications in organic synthesis
Margherita Miele1, Eisuke I Comas Iwasita2, Andrea D'Annibale2
1University of Turin, Department of Chemistry Via Giuria 7 10125 Turin Italy.
Abstract:
For over half a century, Eschenmoser's salt and related analogues have been widely exploited in organic synthesis, enabling the aminomethylation and α-methylenation of a broad range of substrates. Owing to their tunable structure and counterions, these salts exhibit remarkable versatility in homologation, C-C bond forming reactions, C-H functionalization, and in the synthesis of heterocycles, natural products, and biologically active compounds. This review highlights the structural modifications, reactivity, and applications of Eschenmoser-type iminium salts, emphasizing their continuing impact and adaptability in modern synthetic methodology.
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