Regioselective [3+3] Cyclization of 1,3‐Bis(silyloxy)buta‐1,3‐dienes with 1,1,1‐Trifluoro‐4‐(silyloxy)alk‐3‐en‐2‐ones: New and Convenient Synthesis of Functionalized 5‐Alkyl‐3‐(trifluoromethyl)phenols |
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| Authors: | Stefan Büttner Alina Bunescu Sebastian Reimann T. H. Tam Dang Thomas Pundt Renske Klassen Andreas Schmidt Nazken K. Kelzhanova Zharylkasyn A. Abilov Tariel V. Ghochikyan Ashot S. Saghiyan Alexander Villinger Helmut Reinke Anke Spannenberg Peter Langer |
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| Affiliation: | 1. Institut für Chemie, Universit?t Rostock, Albert‐Einstein‐Str. 3a, DE‐18059 Rostock, (fax: +381?4986412);2. Leibniz‐Institut für Katalyse e.V. an der Universit?t Rostock, Albert‐Einstein‐Str. 29a, DE‐18059 Rostock;3. Al‐Farabi Kazakh National University, Al‐Farabi ave. 71, 050040 Almaty, Kazakhstan;4. Faculty of Chemistry, Yerevan State University, Alex Manoogian 1, 0025 Yerevan, Armenia;5. CJSC Scientific Research Institute of Biotechnology, Gyurjyan Str. 14, 0056, Yerevan, Armenia |
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| Abstract: | Functionalized 5‐alkyl‐3‐(trifluoromethyl)phenols were prepared by formal [3+3] cyclization of 1,3‐bis(silyloxy)buta‐1,3‐dienes with 1,1,1‐trifluoro‐4‐(silyloxy)alk‐3‐en‐2‐ones derived from 1,1,1‐trifluoroalkane‐2,4‐diones. The latter were prepared by condensation of the dianion of 1,1,1‐trifluoropentane‐2,4‐dione with alkyl halides. |
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| Keywords: | Cyclization reactions Organofluorine compounds Silyl enol ethers Fluorine compounds X‐Ray crystallography |
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