Tetrahedron

Photochemical rearrangements of quinone monoketals

MC Pirrung, DS Nunn

文献索引：Pirrung, Michael C.; Nunn, David S. Tetrahedron, 1996 , vol. 52, # 16 p. 5707 - 5738

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被引用次数: 14

摘要

We have studied the photochemistry of over 15 quinone cyclic monoketals, which were prepared by diol exchange from the dimethyl ketals, Swenton oxidation/hydrolysis, or direct ketalization. Their reactions in acidic media are generally explained by the classical mechanism for cyclohexadienone photochemical (di-π-methane) rearrangements: photocyclization to a cyclopropane-oxyallylcation that is protonated, followed by solvolysis ...