American Chemical Society
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Allylations of Chelated Enolates Using Dienyl Substrates

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journal contribution
posted on 2008-02-07, 00:00 authored by Sankar Basak, Uli Kazmaier
Isomerization-free reactions of dienyl carbonates (13) with chelated amino acid ester enolates at −78 °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.