Synlett 1992; 1992(5): 439-441
DOI: 10.1055/s-1992-21373
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.

Optically Active ß-Hydroxy Sulfoximine/Nickel Complexes as Catalysts for the Enantioselective Conjugate Addition of Diethylzinc to Chalcones

Carsten Bolm* , Marcel Felder, Jürgen Müller
  • *Institut für Organische Chemie der Universität Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland
Further Information

Publication History

Publication Date:
08 March 2002 (online)

The conjugate addition of diethylzinc to chalcones 1a-d is Catalyzed by a combination of nickel acetylacetonate and ß-hydroxy sulfoximines 4-22. The ligand structure was optimized and an enantiomeric excess of up to 72% was achieved using (S,S)-N-ethyl-S-[(1-hydroxycyclopentyl) methyl]-S-phenylsulfoximine (6) as the chiral ligand.