The acetone-initiated photochemical addition of olefins to γ-butyrolactone leads to the corresponding 2-alkyl-γ-butyrolactones as the major 1 : 1 adducts (in yields of up to 66%), and 4-alkyl-γ-butyrolactones as the minor products (in yields of 1–4%). Tetrahydro-4-pyrone and oct-1-ene give 3-octyltetrahydro-4-pyrone in 58% yield. A free radical chain mechanism is proposed for these reactions.
D. Elad, G. Friedman and R. D. Youssefyeh, J. Chem. Soc. C, 1968, 870 DOI: 10.1039/J39680000870
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