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The photochemical reaction pathways of the different cycloadditions were explored on the basis of TD-DFT calculations using the Gaussian 98 implementation of the method developed by Scuseria and co-workers.
Interplanar angles of 40.5 and 39 have been found in the 5-ethoxypsoralen-thymine and 5-butoxypsoralen-thymine photoproducts, respectively, where the cycloaddition occurs at the pyrone ring.
These data confirm that cycloaddition occurs between the 8,9-double bond of HFQ and the 5,6-double bond of thymine.
Nitrone cycloaddition and retro-aldol reactions have also been applied to the total synthesis of morphine.
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