Tetrahedron

Practical palladium-mediated deprotective method of Allyloxycarbonyl in aqueous media

…, E Blart, M Savignac, S Lemeune, S Lemaire-Audoire…

Index: Genet, Jean Pierre; Blart, Errol; Savignac, Monique; Lemeune, Stephane; Lemaire-Audoire, Sandrine; Paris, Jean-Marc; Bernard, Jean-Marie Tetrahedron, 1991 , vol. 50, # 2 p. 497 - 503

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Citation Number: 65

Abstract

The Allyloxycarbonyl (Alloc) moiety can be removed smoothly and selectively in good yield (73–100%) from allylic esters, carbamates and carbonates by aqueous Pd (O) catalysed 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 ...

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