Tetrahedron letters

Palladium-catalyzed reactions in aqueous media. An efficient removal of allyloxycarbonyl protecting group from oxygen and nitrogen

JP Genêt, E Blart, M Savignac, S Lemeune, JM Paris

Index: Genet, Jean Pierre; Blart, Errol; Savignac, Monique; Lemeune, Stephane; Paris, Jean-Marc Tetrahedron Letters, 1993 , vol. 34, # 26 p. 4189 - 4192

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Abstract

Abstract The Allyloxycarbonyl (Alloc) moiety can be removed smoothly and selectively in good yield (70–99%) from allylic esters, carbamates and carbonates by aqueous Pd (0) catalyzed allyl transfer to diethylamine as the accepting nucleophile. The method has been successfully used for deprotection of a wide range of secondary amines.

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