Polysubstituted 4-piperidones and 4-piperidols: Synthesis and spatial configuration

A. M. Belostotskii; A. B. Shapiro

doi:10.1007/bf00965443

Polysubstituted 4-piperidones and 4-piperidols: Synthesis and spatial configuration

A. M. Belostotskii, A. B. Shapiro

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Abstract

Triacetonamine was used to synthesize a series of highly substituted 4-piperidones and 4-piperidols. The spatial configuration of these compounds was determined. The anionoid addition to the carbonyl group of these piperidones proceeds through highly stereoselective equatorial attack. The position of the chair-chair-twist conformational equilibrium was determined for the polysubstituted 4-piperidols.

Original language	English
Pages (from-to)	421-429
Number of pages	9
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	40
Issue number	2
DOIs	https://doi.org/10.1007/bf00965443
State	Published - Feb 1991
Externally published	Yes

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abstract = "Triacetonamine was used to synthesize a series of highly substituted 4-piperidones and 4-piperidols. The spatial configuration of these compounds was determined. The anionoid addition to the carbonyl group of these piperidones proceeds through highly stereoselective equatorial attack. The position of the chair-chair-twist conformational equilibrium was determined for the polysubstituted 4-piperidols.",

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AB - Triacetonamine was used to synthesize a series of highly substituted 4-piperidones and 4-piperidols. The spatial configuration of these compounds was determined. The anionoid addition to the carbonyl group of these piperidones proceeds through highly stereoselective equatorial attack. The position of the chair-chair-twist conformational equilibrium was determined for the polysubstituted 4-piperidols.

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Polysubstituted 4-piperidones and 4-piperidols: Synthesis and spatial configuration

Abstract

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