Practical Pd/C-mediated allylic substitution in water.
Pd/C-mediated allylic substitution in water is described as an interesting alternative to classical homogeneous conditions. The reaction applied to allylic acetates showed a wide range of compatibility with various nitrogen, sulfur, oxygen, and carbon nucleophiles. Notably, the method features inexpensive reagents and a nontoxic solvent. Moreover, measurement of the palladium content in water by ICP-MS shows low palladium contamination (4 ppm) of the solvent, rendering this method safer for the environment compared to homogeneous conditions. The first asymmetric example of Pd/C-mediated allylic substitution is also disclosed.
Felpin
François-Xavier
FX
Université Bordeaux-I, Laboratoire de Chimie Organique et Organométallique, 351 Cours de la Libération, 33405 Talence Cedex, France. fx.felpin@lcoo.u-bordeaux1.fr
Landais
Yannick
Y