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Platinum-catalyzed diastereoselective intramolecular coupling of allyl halides and hydrazones
Authors:Hong Jong-Tai  Jang Hye-Young
Institution:Division of Energy Systems Research, Ajou University, Suwon, 443-749, Korea.
Abstract:Nucleophilic allyl platinum addition to hydrazones under platinum-catalyzed conditions was studied. To generate nucleophilic allyl platinum complexes, allyl halides were employed with platinum complexes, SnCl(2), and H(2). The allyl platinum(IV) intermediates reacted with the hydrazone to give the corresponding cyclic amine derivatives in good yield and with excellent diastereoselectivity. The cis selectivity of N-tethered substrates was attributed to a tight interaction of allyl platinum species with the hydrazone, on the basis of the results of solvent screening and acid/base addition experiments.
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