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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