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

• DOI: 10.1016/j.mencom.2015.11.017
• Publication Date: 2015-12-24T01:46:36Z
• Authors: Andrey A. Mikhaylov; Petr A. Zhmurov; Anastasia S. Naumova; Yulia A. Khoroshu...; Alexey Yu. Sukhor...; Sema L. Ioffe
• Keywords: Dioxolane

SnCl 4 -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.