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Synfacts 2009(2): 0165-0165
DOI: 10.1055/s-0028-1087631
DOI: 10.1055/s-0028-1087631
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Palladium-Catalyzed Synthesis of Chiral Lactams from Racemic Lactones
R. Shintani*, S. Park, F. Shirozu, M. Murakami, T. Hayashi*
Kyoto University, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Januar 2009 (online)
![](https://www.thieme-connect.de/media/synfacts/200902/lookinside/thumbnails/10.1055-s-0028-1087631-1.jpg)
Significance
The palladium-catalyzed conversion of racemic lactones into enantioenriched lactams can be accomplished by the decarboxylation of lactones and subsequent asymmetric reaction with aryl isocyanates. The use of alkyl isocyanates gives azaspiroheptanones instead of the expected lactams. The lactam products can be further converted into piperidine-based aminoalcohols by a reduction reaction.