The Heyns Rearrangement: Synthetic Routes Beyond Carbohydrate Chemistry

Abstract

This Short Review describes the recent achievements on the Heyns rearrangement appeared in literature over the last decade and aims to provide the reader with a general overview of the fundamental synthetic advances in this research area.

Switchable synthesis of 3-aminoindolines and 2′-aminoarylacetic acids using Grignard reagents and 3-azido-2-hydroxyindolines

“…18 Finally, a ring-opening of the aziridine triggered by Heyns-type 1,2-hydride shift gives the final product 6 . 19 Increase of the isolated yield of 6aa in the reaction with polar solvents suggests that an ionic intermediate such as 12 might be present, which would allow for the conversion of 10 into 6 .…”