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Synthesis 2008(21): 3530-3532  
DOI: 10.1055/s-0028-1083182
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Pot, Atom, and Step Economic (PASE) Synthesis of Highly Substituted Piperidines: A Five-Component Condensation

Paul A. Clarke*, Andrey V. Zaytsev, Adrian C. Whitwood
Department of Chemistry, University of York, Heslington, York, North Yorks YO10 5DD, UK
Fax: +44(1904)432516; e-Mail: pac507@york.ac.uk;
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Publication History

Received 15 April 2008
Publication Date:
16 October 2008 (online)

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Abstract

The diastereoselective pot, atom, and step economic (PASE) synthesis of highly functionalized piperidines is reported. The procedure simply involves mixing methyl acetoacetate, two equivalents of aldehyde and two equivalents of aniline together in the presence of indium(III) chloride. In most cases the piperidine precipitates out of solution.

Key words

piperidines - PASE - one pot - multicomponent