Critical review of research, literature review, critical commentary
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O-N Intramolecular alkoxycarbonyl (carbonate-carbamate) migration is atom economical reaction proceeding under very mild basic aqueous conditions. In particular, carbonate groups can migrate to produce carbamate derivatives or hydroxyamino acids with high efficiency and purity without byproduct formation. This migration has found applications in the design of "promoiety- free" water-soluble prodrugs. This would be an advantage in toxicology and general pharmacology, since the detergent for solubilization, which has some side effects, can be omitted and the potential side effects caused by reported auxiliaries can be avoided. Commonly used carbonate protective groups can also undergo this reaction to produce amino-protected carbamate derivatives of hydroxyamino acids with high efficiency and purity.