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

P Gomez-Martinez, M Dessolin, F Guibé…

Index: Gomez-Martinez, Paloma; Dessolin, Michele; Guibe, Francois; Albericio, Fernando Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 20 p. 2871 - 2874

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Citation Number: 71

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 α-Alloc temporary protection strategy.