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

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.


Published in:
Tetrahedron, 50, 2, 497-503
Year:
1993
ISSN:
0040-4020
Keywords:
Laboratories:




 Record created 2006-06-16, last modified 2018-03-17


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