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Allylations of chelated enolates using dienyl substrates
Authors:Basak Sankar  Kazmaier Uli
Institution:Universit?t des Saarlandes, Institut für Organische Chemie, Im Stadtwald, Geb. 23.2, D-66123 Saarbrücken, Germany.
Abstract:Isomerization-free reactions of dienyl carbonates (1-3) with chelated amino acid ester enolates at -78 degrees C provide important information concerning the mechanism of these dienylations. The formation of regioisomeric products can be explained by competing SN2/SN2' reactions, and the product distribution can be influenced by proper choice of the reaction conditions.
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