The Journal of Organic Chemistry

Dye-sensitized photooxygenation of 2, 3-dihydrofurans: competing [2+ 2] cycloadditions and ene reactions of singlet oxygen with a rigid cyclic enol ether system

K Gollnick, K Knutzen-Mies

文献索引：Gollnick, Klaus; Knutzen-Mies, Karen Journal of Organic Chemistry, 1991 , vol. 56, # 12 p. 4017 - 4027

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被引用次数: 43

摘要

Singlet oxygen reacts with 2, 3-dihydrofuran (l), 5-methyl-(7), 4, bdimethyl-(131, and 4- carbomethoxy-5-methyl-2, 3-dihydrofuran (20), 5, 6-dimethyl-3, 4-dihydro-2iY-pyran (26), and 3-methoxy-2-methyl-2-butene (32) in nonpolar and polar aprotic solvents to yield dioxetanes and allylic hydroperoxides, except 32, which gives only allylic hydroperoxides. The dioxetanes were isolated, but decompose slowly with weak chemiluminescence at ...