The tandem Heck-allylic substitution reaction:A novel route to lactams
- Pinho, P.
- Minnaard, A.J.
- Feringa, B.L.
Publication date
February 2003
DOIAbstract
[GRAPHICS]A novel route to substituted lactams has been developed using a tandem Heck-allylic substitution reaction. The palladium-catalyzed reaction between omega-olefinic N-tosyl amides and vinylic bromides affords in one step the substituted pyrrolidones and piperidones in 49-82% isolated yield. In addition, it is shown that an N-phenyl amide can act as a nucleophile in intramolecular allylic substitution reactions.</p
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