Photolabile Protection of Alcohols, Phenols, and Carboxylic Acids with 3-Hydroxy-2-Naphthalenemethanol.

[摘要]：Irradn. of alcs., phenols, and carboxylic acids "caged" with the release of the substrates with good quantum (F = 0.17-0.26) and chem. (>90%) yields. The initial byproduct of the photoreaction, 2-naphthoquinone-3-methide, reacts rapidly with water (kH2O = 144 ?11 s-1) to produce parent 3-hydroxy-2-naphthalenemethanol. The o-quinone methide intermediate can be also trapped by other nucleophiles or converted into a photostable Diels-Alder adduct with Et vinyl ether.

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