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Six-Membered Cyclic Nitronates as 1,3-Dipoles in Formal [3 + 3]-Cycloaddition with Donor–Acceptor Cyclopropanes. Synthesis of New Type of Bicyclic Nitrosoacetals Full article

Journal Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052
Output data Year: 2013, Volume: 15, Number: 2, Pages: 350-353 Pages count : 4 DOI: 10.1021/ol303292c
Authors Gorbacheva Evgenia O. 1,2 , Tabolin Andrey A. 1 , Novikov Roman A. 1 , Khomutova Yulia A. 1 , Nelyubina Yulia V. 3 , Tomilov Yury V. 1 , Ioffe Sema L. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, Moscow 119991, Russian Federation, Higher Chemical College, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya sq. 9, Moscow 125047, Russian Federation, and A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28, Moscow 119991, Russian Federation
2 Higher Chemical College, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya sq. 9, Moscow 125047, Russian Federation
3 A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28, Moscow 119991, Russian Federation

Abstract: The first formal [3 + 3]-cycloaddition of nitronates with donor–acceptor cyclopropanes is reported. The reaction is catalyzed by ytterbium trifluoromethanesulfonate and leads to hitherto unknown bicyclic nitrosoacetals, possessing two annelated six-membered rings.
Cite: Gorbacheva E.O. , Tabolin A.A. , Novikov R.A. , Khomutova Y.A. , Nelyubina Y.V. , Tomilov Y.V. , Ioffe S.L.
Six-Membered Cyclic Nitronates as 1,3-Dipoles in Formal [3 + 3]-Cycloaddition with Donor–Acceptor Cyclopropanes. Synthesis of New Type of Bicyclic Nitrosoacetals
Organic Letters. 2013. V.15. N2. P.350-353. DOI: 10.1021/ol303292c WOS Scopus OpenAlex
Identifiers:
≡ Web of science: WOS:000314007700030
≡ Scopus: 2-s2.0-84872521320
≡ OpenAlex: W2063259094
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