Volume 20, Issue 2
Heterocyclic Compounds
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ChemInform Abstract: Lactones. Part 18. Synthesis of Lactone-Bridged 1,1-Diarylpropanamines.

J. LEHMANN

J. LEHMANN

Inst. Pharm. Chem., Univ., D-2000 Hamburg 13

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A. GOSSEN

A. GOSSEN

Inst. Pharm. Chem., Univ., D-2000 Hamburg 13

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First published: January 10, 1989

Abstract

The β-aroylacrylic acids (I) react with the cyclic amines (II), yielding the γ-keto-α-amino acids (III).

ChemInform Abstract

The β-aroylacrylic acids (I) react with the cyclic amines (II), yielding the γ-keto-α-amino acids (III). These are treated with phenyllithium (IV). The intermediate γ-hydroxy amino acids undergo acid-induced ring closure, forming the hydrochlorides (V) of the corresponding lactones.

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