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Reactivite du tetraallyletain et d'allyltrialkyletains vis a vis d'aldehydes,de cetones et d'epoxydes
Authors:Gérard Daudé  Michel Pereyre
Affiliation:Laboratoire de Chimie Organique et Laboratoire de Chimie de Composés Organiques du Silicium et de L''Etain associé au C.N.R.S., Université de Bordeaux I, 351, cours de la Libération, 33405 — Talence France
Abstract:Tetraallytin reacts readily with non activated ketones and exothermically with aldehydes contrary to other allylic organotins such as allytributyltin. Homoallylic alcohols are obtained after acidolysis of the adducts. Upon extended heating, allylic organotins and epoxides form products which correspond to additon 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.
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