Nα-Alloc temporary protection in solid-phase peptide synthesis. The use of amine–borane complexes as allyl group scavengers

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Paloma Gomez-Martinez, Michèle Dessolin, François Guibé and Fernando Albericio


Abstract

The use of a combination of amine–borane complexes and soluble palladium catalyst allows the fast deprotection of allyl carbamates under near-to-neutral conditions and without any side-formation of allylamine. Preliminary experiments indicate that palladium catalyst–amine–borane systems seem ideally suited for removal of Nα-Alloc terminal groups during solid phase peptide synthesis according to the N[hair space] α-Alloc temporary protection strategy.


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