Transformation of the cyclohexane ring to the cyclopentane fragment of biologically active compounds
Natalya Akhmetdinova1, Ilgiz Biktagirov2, Liliya Kh Faizullina1
1Ufa Institute of Chemistry, UFRC RAS, 450054, Ufa, 71, Oktyabrya Ave. Russian Federation.
Abstract:
The review is devoted to strategies for contraction of six-membered cycles in the synthesis of functionalized cyclopentane/enones, which are biologically active compounds. The main synthetic methods of ring contraction (ozonolysis-aldol condensation, ozonolysis-Dieckmann reaction, Baeyer-Villiger cleavage-Dieckmann reaction) and rearrangements (benzil, semipinacol, with the participation of thallium- and iodine-based oxidants, photochemical, Wolff, Meinwald, Wagner-Meerwein and Favorskii) are presented. The review summarizes literature data covering the last 12 years, with some exceptions of earlier works due to the importance of the published information.
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