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research article
Practical Palladium-Mediated Deprotective Method of Allyloxycarbonyl Groups in Aqueous Media
1993
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.
Type
research article
Authors
Genêt, Jean-Pierre
•
Blart, Erol
•
Savignac, Monique
•
Lemeune, Sylvain
•
Lemaire-Audoire, Sandrine
•
Paris, Jean-Marc
•
Bernard, Jean-Marie
Publication date
1993
Published in
Volume
50
Issue
2
Start page
497
End page
503
Peer reviewed
REVIEWED
Written at
OTHER
EPFL units
Available on Infoscience
June 16, 2006
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