Metal‐Free Azidation of α‐Hydroxy Esters and α‐Hydroxy Ketones Using Azidotrimethylsilane

Abstract

Abstract We herein report a commercially available perchloric acid catalyst capable of catalyzing the azidation of α‐hydroxy esters, α‐hydroxy ketones and taddols using azidotrimethylsilane in dichloromethane at room temperature. Various substituted tertiary alcohols are well tolerated in this reaction. C α ‐tetrasubstituted α‐amino acid derivatives were prepared by one‐pot sequential azidation and hydrogenation procedure. The advantage of this newly developed method includes operational simplicity, ready availability of catalyst, scale‐up ability, and also good functional group compatibility. magnified image