Abstract

The NaNH2 catalyzed one stage reaction between phenylacetic acid dialkylamides and cinnamic acid methyl ester or dialkylamides was studied under various conditions. Conditions were found for easy preparation of each of the both possible diastereomeric derivatives of 2,3-diphenylglutaric acid. It was proved that catalytic amounts of NaNH2 take part in the reaction. It is assumed that the observederythro/threo equilibrium ratios are determined by an isomerization via two different carbanions (at C2 and C4) of the reaction products.

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