A high yielding route to substituted piperidines via the aza-Diels-Alder reaction

Patrick D. Bailey; Peter D. Smith; Frederick Pederson; William Clegg; Georgina M. Rosair; Simon J. Teat

doi:10.1016/S0040-4039(01)02148-7

A high yielding route to substituted piperidines via the aza-Diels-Alder reaction

Patrick D. Bailey, Peter D. Smith, Frederick Pederson, William Clegg, Georgina M. Rosair, Simon J. Teat

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

The imine Ph₂CHN=CHCO₂Et, generated from benzhydrylamine and ethyl glyoxylate, is an excellent dienophile in aza-Diels-Alder reactions, giving diastereomerically pure cycloadducts in high yield. © 2002 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	1067-1070
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4039(01)02148-7
Publication status	Published - 4 Feb 2002

Keywords

Alkaloids
Diels-Alder reaction
Piperidines

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10.1016/S0040-4039(01)02148-7

Cite this

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abstract = "The imine Ph2CHN=CHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, is an excellent dienophile in aza-Diels-Alder reactions, giving diastereomerically pure cycloadducts in high yield. {\textcopyright} 2002 Elsevier Science Ltd. All rights reserved.",

keywords = "Alkaloids, Diels-Alder reaction, Piperidines",

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AU - Bailey, Patrick D.

AU - Smith, Peter D.

AU - Pederson, Frederick

AU - Clegg, William

AU - Rosair, Georgina M.

AU - Teat, Simon J.

PY - 2002/2/4

Y1 - 2002/2/4

N2 - The imine Ph2CHN=CHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, is an excellent dienophile in aza-Diels-Alder reactions, giving diastereomerically pure cycloadducts in high yield. © 2002 Elsevier Science Ltd. All rights reserved.

AB - The imine Ph2CHN=CHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, is an excellent dienophile in aza-Diels-Alder reactions, giving diastereomerically pure cycloadducts in high yield. © 2002 Elsevier Science Ltd. All rights reserved.

KW - Alkaloids

KW - Diels-Alder reaction

KW - Piperidines

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U2 - 10.1016/S0040-4039(01)02148-7

DO - 10.1016/S0040-4039(01)02148-7

M3 - Article

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EP - 1070

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

A high yielding route to substituted piperidines via the aza-Diels-Alder reaction

Abstract

Keywords

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