Abstract
The first example of a rhodium-catalyzed intramolecular [4+2] cycloaddition of diene-tethered alkyne halides is described. Yields were very good and single stereoisomers were obtained. Both the thermal and rhodium-catalyzed [4+2] cycloadditions were described. For the thermal reaction, longer tethers were unsuccessful, but the rhodium-catalyzed reaction generated both five- and six-membered rings. Alkynyl chlorides, bromides and iodides were described with yields being slightly poorer for the iodides.
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