Synthesis of Functionalised Piperidines Through a [3+3] Cycloaddition Strategy

S. J. Hedley, W. J. Moran, A. H.G.P. Prenzel, D. A. Price, J. P.A. Harrity

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57 Citations (Scopus)

Abstract

A novel approach to functionalised piperidines is described through a [3+3] cycloaddition reaction of aziridines with Pd-trimethylenemethane complexes. Importantly, the employment of enantiomerically pure aziridines (prepared in three steps from the appropriate amino acids) allows the corresponding piperidines to be furnished in enantiomerically pure form. Additionally, the application of this technique in the total synthesis of (-)-pseudoconhydrine is described.

Original languageEnglish
Pages (from-to)1596-1598
Number of pages3
JournalSynlett
Issue number10
DOIs
Publication statusPublished - 2001
Externally publishedYes

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    Hedley, S. J., Moran, W. J., Prenzel, A. H. G. P., Price, D. A., & Harrity, J. P. A. (2001). Synthesis of Functionalised Piperidines Through a [3+3] Cycloaddition Strategy. Synlett, (10), 1596-1598. https://doi.org/10.1055/s-2001-17443