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Abstract

The many similarities which exist between the types of functional group employed to protect alcohols and phenols during degradation and synthesis are in accord with the analogies in the general chemical behaviour of these two types of hydroxyl group. However the important differences in chemical reactivity which do exist lead in practice to a greater degree of selectivity both in the protection step and in the final removal of the blocking group for the phenolic class of compound. As with alcohols the groups themselves fall into two broad categories—ethers and esters, Table 4.1. Of the former class, apart from trimethylsilyl and a few cases where use has been made of vinyl and aryl ethers, these are principally alkyl ethers and acetals. The ester protecting groups are normally acyl or sulphonyl derivatives and the combination of both classes offers, for phenols, a very wide range of functional groups with a similar range of reactivity to acids, bases, oxidizing and reducing agents. Open image in new window

Keywords

Trimethylsilyl Ether Dimethyl Sulphate Tetrahedron Letter Catechol Grouping Hydrogen Bromide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Company Ltd 1973

Authors and Affiliations

  • E. Haslam
    • 1
  1. 1.Department of ChemistryUniversity of SheffieldSheffieldEngland

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