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Updated: Nov 18, 2025

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
A Guide to Directing Group Removal: 8-Aminoquinoline
Liam S Fitzgerald1, Miriam L O'Duill2
1School of Chemistry, National University of Ireland Galway, University Road, Galway, H91 TK33, Ireland.
Abstract:
The use of directing groups allows high levels of selectivity to be achieved in transition metal-catalyzed transformations. Efficient removal of these auxiliaries after successful functionalization, however, can be very challenging. This review provides a critical overview of strategies used for removal of Daugulis' 8-aminoquinoline (2005-2020), one of the most widely used N,N-bidentate directing groups. The limitations of these strategies are discussed and alternative approaches are suggested for challenging substrates. Our aim is to provide a comprehensive end-users' guide for chemists in academia and industry who want to harness the synthetic power of directing groups-and be able to remove them from their final products.
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