Chiral Scandium Catalysts for Enantioselective Michael Reactions of β‐Ketoesters
Authors:
- 10 July 2006
- journal article
- research article
- Published by Wiley in Chemistry – An Asian Journal
- Vol. 1 (1-2) , 121-124
Abstract
A highly enantioselective Michael reaction of β‐ketoesters with α,β‐unsaturated ketones promoted by a chiral scandium catalyst has been developed. In the presence of Sc(OTf)3 and (S,S)‐6,6′‐bis(1‐hydroxy‐2,2′‐dimethylpropyl)‐2,2′‐bipyridine, the desired Michael reactions proceeded smoothly in dichloroethane at 40 °C to afford the corresponding adducts in good to high yields with excellent enantioselectivities in most cases. It was found in this reaction that a lower concentration of the reaction mixture was key to attaining high enantioselectivities.Keywords
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