Jp. Genet et al., PALLADIUM-CATALYZED REACTIONS IN AQUEOUS-MEDIA - AN EFFICIENT REMOVALOF ALLYLOXYCARBONYL PROTECTING GROUP FROM OXYGEN AND NITROGEN, Tetrahedron letters, 34(26), 1993, pp. 4189-4192
The Allyloxycarbonyl (Alloc) moiety can be removed smoothly and select
ively in good yield (70-99%) from allylic esters, carbamates and carbo
nates by aqueous Pd (0) catalyzed allyl transfer to diethylamine as th
e accepting nucleophile. The method has been successfully used for dep
rotection of a wide range of secondary amines.