Stereoselective synthesis of spirocyclic nitronates by SnCl4-promoted reaction of nitroalkenes with C-2 substituted 4-methylidene-1,3-dioxolane

[Display omitted] SnCl4-promoted [4 + 2] cycloaddition of β-nitrostyrenes to 4-methylidene-1,3-dioxolane provides stereoselective synthesis of spirocyclic nitronates. 2-Nitrovinyl benzoate under the same conditions produces δ-substituted nitrodiene as a single E,E-isomer.

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Bibliographic Details
Published in:Mendeleev communications 2015-11, Vol.25 (6), p.449-451
Main Authors: Mikhaylov, Andrey A., Zhmurov, Petr A., Naumova, Anastasia S., Khoroshutina, Yulia A., Sukhorukov, Alexey Yu, Ioffe, Sema L.
Format: Article
Language:English
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Summary:[Display omitted] SnCl4-promoted [4 + 2] cycloaddition of β-nitrostyrenes to 4-methylidene-1,3-dioxolane provides stereoselective synthesis of spirocyclic nitronates. 2-Nitrovinyl benzoate under the same conditions produces δ-substituted nitrodiene as a single E,E-isomer.
ISSN:0959-9436
DOI:10.1016/j.mencom.2015.11.017