Divergent Synthesis of Various 2-Aryl Iminocyclitols from (R)-p-Hydroxyphenylglycine

Abstract

A concise and efficient synthesis of various 2-aryl iminocyclitols is reported from (R)-p-hydroxyphenylglycine using Upjohn dihydroxylation and base-promoted intramolecular cyclization. These 2-aryl iminocyclitols are the important structural framework of various bioactive compounds and also known as glycosidase inhibitors.

Keywords

Upjohn dihydroxylation - alkaloids - iminocyclitols - diastereo­selectivity - glycosidase inhibitor

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