Enantioselective allylation of α,β-unsaturated aldehydes with allyltrichlorosilane catalyzed by METHOX
Andrei V Malkov1, Maciej Barłóg, Yvonne Jewkes
1Department of Chemistry, WestChem, University of Glasgow, Glasgow, UK. a.malkov@lboro.ac.uk
Abstract:
α,β-Unsaturated aldehydes 6a-j undergo an enantioselective allylation with allylic trichlorosilanes 2a,b in the presence of METHOX (4) as a Lewis basic catalyst (≤10 mol %) to produce the homoallylic alcohols 7a-l at good to high enantioselectivity (83-96% ee). This study shows that the reactivity scope of METHOX can be extended from aromatic to nonaromatic aldehydes.
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