It is shown that the tert-butyloxycarbonylation of phenols, alcohols, enols, and thiols can be accomplished by reaction of these functionalities with di-tert-butyl dicarbonate under phase transfer conditions. The reactions proceed in high yield and can also be used for the introduction of t-BOC groups onto functionalized polymer backbones such as novolac or poly(p-hydroxystyrene). In addition, a study is made of the selectivity towards tert-butyloxycarbonylation of various polyfunctional compounds.
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Houlihan et al. (1985) studied this question.