Details

Autor(en) / Beteiligte

• Trofimov, Boris A.
• Schmidt, Elena Yu
• Zorina, Nadezhda V.
• Ivanova, Elena V.
• Ushakov, Igor' A.
• Mikhaleva, Al'bina I.

Titel

Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide

Ist Teil von

• Advanced synthesis & catalysis, 2012-06, Vol.354 (9), p.1813-1818

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2012

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• A stereoselective α‐vinylation of cycloaliphatic ketones with arylacetylenes under the transition metal‐free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert‐butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)‐β,γ‐ethylenic ketones, their (E)‐α,β‐isomers being minor products, in up to 83% total yield.