APPLICATIONS OF α-ALKOXYORGANOCUPRATE REAGENTS IN THE REGIOSPECIFIC SYNTHESIS OF CYCLIC HOMOALDOL PRODUCTS

Article abstract of DOI:10.1016/0040-4020(89)80077-8

Cyclic homoaldol products have been prepared via conjugate addition of α-alkoxyorganocuprate reagents to enones.The reactions are regiospecific, providing the homoaldol products in good to excellent yields.The preparation of the cuprates from the α-alkoxyorganostannane precursor is described in detail.Best results were obtained with the higher order cyano cuprate reagent using in-situ trimethylsilyl chloride.