Nickel-Catalysed Conjugate Addition of Trimethylaluminum to Sterically Hindered α,β-Unsaturated Ketones
- 1 March 1995
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1995 (03) , 317-320
- https://doi.org/10.1055/s-1995-3901
Abstract
Nickel acetylacetonate is an efficient catalyst for the 1,4-addition of trimethylaluminum to α,β-unsaturated ketones. The reaction is strongly solvent dependent and gives best results in tetrahydrofuran or ethyl acetate. The reaction is especially useful for the nucleophilic 1,4-methyl transfer to sterically hindered enones. A β-cuparenone synthesis via conjugate methyl group addition to an enone precursor is described.Keywords
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