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Synthesis of 7-allyl- and 1-homoallyltetraoxabicyclo[2.2.1]heptanes from β-dicarbonyl compounds under heterogeneous conditions Full article

Journal Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Output data Year: 2026, Volume: 75, Number: 3, Pages: 802-808 Pages count : 7 DOI: 10.1007/s11172-026-4934-1
Authors Fomenkov D.I. 1 , Karachev D.D. 1 , Skokova K.V. 1 , Yaremenko I.A. 1 , Baranin S.V. 1 , Terent’ev A.O. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

Abstract: An approach for the synthesis of difficult-to-access bridged 1,2,4,5-tetraoxanes (tetraoxabicyclo[2.2.1]heptanes) from 1,3-dicarbonyl compounds containing allyl and homoallyl substituents under heterogeneous conditions was developed. The use of strongly acidic cationite as a peroxidation catalyst allowed minimization of side processes and preparation of 1,2,4,5-tetraoxane derivatives containing alkenyl substituents at position 1 or 7 in up to 90% yield. The resulting compounds can be used for the synthesis of heterocyclic hybrid structures containing a 1,2,4,5-tetraoxane fragment.
Cite: Fomenkov D.I. , Karachev D.D. , Skokova K.V. , Yaremenko I.A. , Baranin S.V. , Terent’ev A.O.
Synthesis of 7-allyl- and 1-homoallyltetraoxabicyclo[2.2.1]heptanes from β-dicarbonyl compounds under heterogeneous conditions
Russian Chemical Bulletin. 2026. V.75. N3. P.802-808. DOI: 10.1007/s11172-026-4934-1 WOS Scopus OpenAlex
Original: Фоменков Д.И. , Карачёв Д.Д. , Скокова К.В. , Яременко И.А. , Баранин С.В. , Терентьев А.О.
Синтез 7-аллил- и 1-гомоаллилтетраоксабицикло[2.2.1]гептанов на основе β-дикарбонильных соединений в гетерогенных условиях
Известия Академии наук. Серия химическая. 2026. Т.75. №3. С.802-808.
Dates:
Submitted: Nov 25, 2025
Published online: Apr 25, 2026
Identifiers:
≡ Web of science: WOS:001748883400013
≡ Scopus: 2-s2.0-105036847747
≡ OpenAlex: W7155619137
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