Fluoropropenoates as dienophiles in the Diels-Alder reaction |
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| Authors: | Timothy B. Patrick Cynthia Fianu Eric Pak Kasey Zaksas Bradley E. Neal |
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| Affiliation: | Department of Chemistry, Southern Illinois University, Edwardsville, IL 62026, USA |
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| Abstract: | Several fluorinated alkenes were prepared from known ethyl (R)-2-fluoro-4,5-dihydroxyisopropylidine-2-pentenoate (1). The fluoroalkenoates were tested as dienophiles with several dienes and showed cycloaddition only with the very reactive diene, 1,3-diphenylisobenzofuran (5). Fluorobutenolide 2 reacted with 5 to produce the endo-syn adduct 9 in a highly stereoselective manner. |
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| Keywords: | Diels-Alder Fluoroalkene Cycloaddition |
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