Abstract
AbstractIn a brief exploratory study we investigated Heck reactions of several alkenyl nonaflates with a protected dehydroalanine derivative. Whereas simple alkenyl nonaflates provided the expected 1,3‐dienes in good to excellent yields, more complex oxa‐bridged bicyclic substrates gave poorer results. Nevertheless, this approach is of interest for the synthesis of tetradehydroamino acids. Palladium‐catalyzed carbonylations of alkenyl nonaflates employing molybdenum hexacarbonyl as convenient carbon monoxide source leading to esters or to carboxylic acids were also studied. Microwave conditions seem to be superior to purely thermal conditions. With an oxygen‐bridged bicyclic alkenyl nonaflate the expected carboxylic acid was isolated, however, the formation of a tropone derivative as a result of an acid‐promoted fragmentation was also observed.
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