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  4. Practical Palladium-Mediated Deprotective Method of Allyloxycarbonyl Groups in Aqueous Media
 
research article

Practical Palladium-Mediated Deprotective Method of Allyloxycarbonyl Groups in Aqueous Media

Genêt, Jean-Pierre
•
Blart, Erol
•
Savignac, Monique
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1993
Tetrahedron

The Allyloxycarbonyl (Alloc) moiety can be removed smoothly and selectively in good yield (73-100%) from allylic eaters, carbamates and carbonates by aqueous Pd (0) catalyzed allyl transfer to diethylamine in aqueous media employing a water soluble phosphine. The allyl scavenger as well as by product allyl diethylamine are volatile and easily removed in vacuo. In a two phase system an increased selectivity is seen. The method has been successfully used for deprotection of a wide range of secondary amines or base sensitive derivatives and the catalyst is efficiently recycled.

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