Cu(I)–NHC Catalyzed Asymmetric Silyl Transfer to Unsaturated Lactams and Amides

Cu(I)–NHC Catalyzed Asymmetric Silyl Transfer to Unsaturated Lactams and Amides

The first asymmetric silylation of unsaturated lactams and amides using Cu­(I)–NHC catalysts and PhMe2SiBpin has been accomplished. The method has been exploited in an expedient asymmetric synthesis of the (R)-enantiomer of the nootropic drug oxiracetam.

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Veröffentlicht in:Organic letters 2014-01, Vol.16 (2), p.476-479
Hauptverfasser: Pace, Vittorio, Rae, James P, Procter, David J
Format: Artikel
Sprache:eng
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Zusammenfassung:The first asymmetric silylation of unsaturated lactams and amides using Cu­(I)–NHC catalysts and PhMe2SiBpin has been accomplished. The method has been exploited in an expedient asymmetric synthesis of the (R)-enantiomer of the nootropic drug oxiracetam.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4033623