Download PDF
Synlett 1992; 1992(10): 837-839
DOI: 10.1055/s-1992-21511
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Asymmetric Nucleophilic Acylation with Metalated Chiral Amino Nitriles: Enantioselective Synthesis of 1,4-Diketones via Asymmetric Michael Addition

Dieter Enders* , Dietrich Mannes, Gerhard Raabe
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, D-5100 Aachen, Germany
Further Information

Publication History

Publication Date:
08 March 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category

Conjugate addition of lithiated chiral α-amino nitriles 4 to cyclohexenone 2 afforded 1,4-diketones 6 in good overall yields and with high enantiomeric excesses. The absolute configuration was confirmed by X-ray structure analysis of the Michael-adduct 5b.