Abstract
The reaction of 1,3-diethylborylpropane and the corresponding 3-mercurio derivatives were prepared by hydroboration of the allylic precursor and were treated with diethylzinc leading to the corresponding 1,3-bimetallic reagents which, based on their sharp NMR signals, were tentatively considered as eight-membered rings. Their reaction with reactive electrophiles like allylic bromides or propargyl bromide, benzoyl chloride and ethyl propiolate in the presence of CuCN·2LiCl provided the desired 1,3-adducts in fair to good yields. These sensitive 1,3-dimetallics proved not to be suited for reactions with less reactive organic electrophiles, and hydride-transfer reactions were observed.
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