Tris(trimethylsilyl)silane: an unprecedented enhancement in the diastereoselectivity of radical cyclisations to give 2,4-disubstituted piperidines.

doi:10.1039/B409714A

Paper

Tris(trimethylsilyl)silane: an unprecedented enhancement in the diastereoselectivity of radical cyclisations to give 2,4-disubstituted piperidines.

Published Aug 10, 2004 · Lucile A. Gandon, A. G. Russell, J. Snaith

Organic & biomolecular chemistry

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Abstract

Cyclisation of bromides 4a-f mediated by tributyltin hydride affords predominantly the trans piperidines 5a-f with modest diastereomeric ratios, while cyclisation with tris(trimethylsilyl)silane affords the same products with diastereomeric ratios of up to 99 : 1.

Study Snapshot

Tris(trimethylsilyl)silane significantly enhances diastereoselectivity in radical cyclisations, resulting in 2,4-disubstituted piperidines with up to 99 : 1 diastereomeric ratios.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Tris(trimethylsilyl)silane: an unprecedented enhancement in the diastereoselectivity of radical cyclisations to give 2,4-disubstituted piperidines.

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