PRACTICAL PALLADIUM-MEDIATED DEPROTECTIVE METHOD OF ALLYLOXYCARBONYL IN AQUEOUS-MEDIA

被引：51

作者：

GENET, JP

BLART, E

SAVIGNAC, M

LEMEUNE, S

LEMAIREAUDOIRE, S

PARIS, JM

BERNARD, JM

机构：

[1] Ecole Nationale Supérieure de Chimie, Paris Laboratoire de Synthèse Organique associé au CNRS., 75231 Paris, 11, rue Pierre et Marie Curie

[2] Rhône Poulenc Rorer - Centre de recherche Vitry-Alfortville - 13 Quai Jules Guesde -

[3] Rhône Poulenc - Centre des Carrières - CRC Lyon -, 69192 Lyon Cedex

来源：

TETRAHEDRON | 1994年 / 50卷 / 02期

关键词：

D O I：

10.1016/S0040-4020(01)80771-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：497 / 503

页数：7

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