Abstract
Stereoselective synthesis of (E)-δ-vinyl-homoallylic alcohols was developed. Starting from α-vinyl allylboronate, Cu-catalyzed allylation of aldehydes or ketones forms secondary or tertiary δ-vinyl-homoallylic alcohols with high E-selectivities. It is proposed that the reaction operates under the Curtin-Hammett principle via the intermediacy of α-vinyl allylic copper species to give the alcohol products with high E-selectivities.
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