Synthesis of 3,4-disubstituted piperidines by ene cyclisation of 4-aza-1,7-dienes

Stephen Walker; James Williams; Alexander Russell; John Snaith

doi:10.1016/j.tetlet.2005.08.002

Synthesis of 3,4-disubstituted piperidines by ene cyclisation of 4-aza-1,7-dienes

Stephen Walker, James Williams, Alexander Russell, John Snaith

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6 Citations (Scopus)

Abstract

Ene cyclisation of a variety of 4-aza-1,7-dienes affords 3,4-disubstituted piperidines. In particular, cyclisation of diesters 14 and 20 catalysed by MeAlCl2 gives the corresponding trans 3,4-disubstituted piperidines with diastereomeric ratios of > 200:1. (c) 2005 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	6611-6615
Number of pages	5
Journal	Tetrahedron Letters
Volume	46
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2005.08.002
Publication status	Published - 26 Sept 2005

Keywords

cyclisation
piperidine
ene

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10.1016/j.tetlet.2005.08.002

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title = "Synthesis of 3,4-disubstituted piperidines by ene cyclisation of 4-aza-1,7-dienes",

abstract = "Ene cyclisation of a variety of 4-aza-1,7-dienes affords 3,4-disubstituted piperidines. In particular, cyclisation of diesters 14 and 20 catalysed by MeAlCl2 gives the corresponding trans 3,4-disubstituted piperidines with diastereomeric ratios of > 200:1. (c) 2005 Elsevier Ltd. All rights reserved.",

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AU - Walker, Stephen

AU - Williams, James

AU - Russell, Alexander

AU - Snaith, John

PY - 2005/9/26

Y1 - 2005/9/26

N2 - Ene cyclisation of a variety of 4-aza-1,7-dienes affords 3,4-disubstituted piperidines. In particular, cyclisation of diesters 14 and 20 catalysed by MeAlCl2 gives the corresponding trans 3,4-disubstituted piperidines with diastereomeric ratios of > 200:1. (c) 2005 Elsevier Ltd. All rights reserved.

AB - Ene cyclisation of a variety of 4-aza-1,7-dienes affords 3,4-disubstituted piperidines. In particular, cyclisation of diesters 14 and 20 catalysed by MeAlCl2 gives the corresponding trans 3,4-disubstituted piperidines with diastereomeric ratios of > 200:1. (c) 2005 Elsevier Ltd. All rights reserved.

KW - cyclisation

KW - piperidine

KW - ene

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U2 - 10.1016/j.tetlet.2005.08.002

DO - 10.1016/j.tetlet.2005.08.002

M3 - Article

VL - 46

SP - 6611

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

Synthesis of 3,4-disubstituted piperidines by ene cyclisation of 4-aza-1,7-dienes

Abstract

Keywords

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