Synthesis and chemical transformations of six/six-membered bicyclic nitroso acetals


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Abstract

A synthesis of hitherto unknown bicyclic nitroso acetals possessing two annulated six-membered rings is accomplished. The synthesis comprises formal [3+3] cycloaddition of six-membered cyclic nitronates with donor-acceptor cyclopropanes. Some chemical transformations and conformational preferability of the obtained nitroso acetals are discussed.

About the authors

A. A. Tabolin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: tabolin87@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

E. O. Gorbacheva

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: tabolin87@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

R. A. Novikov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; V. A. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences

Email: tabolin87@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991; 32 ul. Vavilova, Moscow, 119991

Yu. A. Khoroshutina

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: tabolin87@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

Yu. V. Nelyubina

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Email: tabolin87@mail.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991

S. L. Ioffe

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: tabolin87@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991


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