Synlett 2006(13): 2109-2113  
DOI: 10.1055/s-2006-948189
LETTER
© Georg Thieme Verlag Stuttgart · New York

π-Allylic Azidation in Water with an Amphiphilic Resin-Supported Palladium-Phosphine Complex

Yasuhiro Uozumi*, Toshimasa Suzuka, Ray Kawade, Hiroe Takenaka
Institute for Molecular Science (IMS), The Graduate University for Advanced Studies, CREST, Higashiyama 5-1, Myodaiji, Okazaki 444-8787, Japan
Fax: +81(564)595574; e-Mail: uo@ims.ac.jp;
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Publikationsverlauf

Received 20 June 2006
Publikationsdatum:
09. August 2006 (online)

Abstract

π-Allylic azidation of allyl esters was performed with an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin-supported phosphine-palladium complex in water under hetero­geneous conditions to give allyl azides in good to high yields. The polymeric palladium catalyst can be readily recovered and recycled.

9

One preliminary example (Table [1] , run 6) has been reported in ref. 7c.