V. E. Shambalova, R. V. Larkovich, S. A. Ponomarev, A. S. Aldoshin, K. A. Lyssenko, V. G. Nenajdenko, “Stereoselective epoxidation of 4-fluoro-4-nitrocyclohexenes”, Mendeleev Commun., 2023, том 33, выпуск 4,страницы 463

Эта публикация цитируется в 2 статьях

Stereoselective epoxidation of 4-fluoro-4-nitrocyclohexenes

V. E. Shambalova, R. V. Larkovich, S. A. Ponomarev, A. S. Aldoshin, K. A. Lyssenko, V. G. Nenajdenko

Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Аннотация: Novel fluorinated α-epoxycyclohexanes were synthesized in up to 96% yields by epoxidation of the Diels–Alder adducts of β-fluoro-β-nitrostyrenes and 2,3-dimethylbuta-1,3-diene. The epoxidation with m-chloroperoxybenzoic acid and subsequent hydrolysis into diols were found to proceed in a highly stereoselective manner.

Ключевые слова: organofluorine compounds, nitrostyrenes, Diels–Alder reaction, epoxidation, ring-opening, hydrolysis, diols.

Язык публикации: английский

DOI: 10.1016/j.mencom.2023.06.007