Allylic, copper© trifluoromethanesulfonate

Besides the l-(but-3-enyl)allyl alcohols discussed above, 2- and 3-(pent-4-enyl)allyl alcohols also undergo clean photobicyclization in the presence of copper trifluoromethanesulfonate as catalyst. However, no intramolecular photocycloaddition product could be isolated from irradiation of a homologous 2-(hex-5-enyl)allyl alcohol.8... 

If one of the C —C double bonds of the 1,6-diene is incorporated in or attached to a ring (e.g., cycloalkene, methylenecycloalkane) tricyclic compounds containing a bicyclo[3.2.0]heptane subunit are obtained as products. Thus, photobicyclization of monocyclic diallyl ethers or homoallyl vinyl ethers afford oxatricycloalkanes.6 Similarly, allylic alcohols containing an additional cycloalkenyl ring are converted to oxatricycloalkanes by irradiation in the presence of copper(I) trifluoromethanesulfonate as catalyst.9... 

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