Volume 19, Issue 4
Heterocyclic Compounds
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ChemInform Abstract: A Stereoselective Synthesis of cis-4-Acetonyl-1-benzyl-3-ethylpiperidine.

J. BONJOCH

J. BONJOCH

Lab. Quim. Org., Fac. Farm., Univ. Barcelona, E-08028 Barcelona, Spain

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A. LINARES

A. LINARES

Lab. Quim. Org., Fac. Farm., Univ. Barcelona, E-08028 Barcelona, Spain

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M. GUARDIA

M. GUARDIA

Lab. Quim. Org., Fac. Farm., Univ. Barcelona, E-08028 Barcelona, Spain

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J. BOSCH

J. BOSCH

Lab. Quim. Org., Fac. Farm., Univ. Barcelona, E-08028 Barcelona, Spain

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First published: January 26, 1988

Abstract

1-Benzyl-3-ethyl-4-piperidone (III), prepared from the piperidone (I), reacts with diethyl 2-oxo-propylphosphonate (IV) to form a mixture of the unsaturated ketones (V) - (VII).

ChemInform Abstract

1-Benzyl-3-ethyl-4-piperidone (III), prepared from the piperidone (I), reacts with diethyl 2-oxo-propylphosphonate (IV) to form a mixture of the unsaturated ketones (V) - (VII). These are hydrogenated, producing a moderate yield of the 4-acetonyl-1-benzyl-3-ethyl-piperidines (VIII). These are obtained in a better yield from (III) and the triethyl phosphonoacetate (IX) as shown in the reaction scheme. Prolonged reaction of (III) with (IX) gives the tetrahydropyridineacetate (XIV).

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