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Organomentallic compounds : LXIII. Synthesis,optical stability,stereo-selective and -specific reactions of chiral triorganotin hydrides
Authors:Marcel Gielen  Yves Tondeur
Institution:1. Vrije Universiteit Brussel - TW - AOSC, Pleinlaan 2, B-1050 Brussel Belgium;2. Université Libre de Bruxelles, Faculté des Sciences, Collectif de Chimie Organique Physique, B-1050 Brussel Belgium
Abstract:Optically active triorganotin hydrides have been synthesized by asymmetric reduction of the corresponding halides. These optically stable compounds undergo stereoselective conversions into other optically stable compounds such as tetraorganotin compounds (by reaction with diazomethane or with bifluorenylidene) or hexaorganoditin compounds (by reaction in the presence of palladium) or into optically unstable compounds such as methylneophylphenyltin chloride (by reaction with CCl4). The HD exchange between optically active methylneophylphenyltin hydride (deuteride) and triphenyltin deuteride (hydride) occurs with retention of configuration at the metal atom.
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