Phase transfer catalysis in the tert-butyloxycarbonylation of alcohols, phenols, enols, and thiols with di-tert-butyl dicarbonate

F Houlihan, F Bouchard, JMJ Frechet…

Index: Houlihan, F.; Bouchard, J.; Frechet, J. M. J.; Willson, C. G. Canadian Journal of Chemistry, 1985 , vol. 63, p. 153 - 162

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Citation Number: 116

Abstract

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- ...