Abstract
In synthesis it is often desirable to protect a carboxyl function in order to bring about specific reactions elsewhere in the molecule and subsequently to regenerate the original carboxyl group under conditions which do not affect other sensitive groups in the substrate. An elegant example of this principle is shown in the route of formation of 6-aminopenicillamic acid (5) from the intermediate (1) [1, 2] in the general synthesis of penicillins due to Sheehan and Henery-Logan [3]. In practice, as in this example, the carboxyl group is most easily blocked in the form of an ester. Table 5.1, at the end of this Chapter, lists those esters which have been most widely employed or have properties which appear to be most suitable for this task. Open image in new window
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