REACTIVITE DU TETRAALLYLETAIN ET D'ALLYLTRIALKYLETAINS VIS A VIS D'ALDEHYDES, DE CETONES ET D'EPOXYDES

Article abstract of DOI:10.1016/S0022-328X(00)82877-6

Tetraallyltin reacts readily with non activated ketones and exothermically with aldehydes contrary to other allylic organotins such as allyltributyltin.Homoallylic alcohols are obtained after acidolysis of the adducts.Upon extended heating, allylic organotins and epoxides form products which correspond to addition products of isomeric carbonyl compounds.However, starting from cis- and trans-1-phenyl-1,2-epoxypropanes, direct regiospecific but non-stereospecific ring opening is observed with poor yields.