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Review | Regular issue | Vol 51, No. 10, 1999, pp.2485-2522
Published online, 1st January, 1970
DOI: 10.3987/REV-99-522
Acetylene-based Functionalized Dihydrofuranones and Related Biomimetic Assemblies

Boris A. Trofimov* and Anastasiya G. Mal'kina

*Siberian Branch, Institute of Chemistry, Russian Academy of Sciences, 1, Favorsky Street, Irkutsk, 664033, Russia

Abstract

There are overviewed new acetylene-based syntheses of functional dihydrofuran-2-ones and 2-iminodihydrofurans related to naturally occurring and biologically active compounds. Most of the products are synthesized by nucleophilic addition of water, alcohols, amines, azoles, thiols, azide and halogenide ions, etc., as well as multident and multifunctional nucleophiles (thiurea, benzimidazole-2-thione, benzoxazole-2-thione, etc.) to esters, amides or nitriles of α,β-acetylenic γ-hydroxy acids followed by cyclization of the adducts.