A versatile synthesis of substituted tetrahydropyridines

Stephan C Schuerer, S. Blechert

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

A short and efficient synthesis of highly substituted tetrahydropyridines is achieved by a combination of enyne cross metathesis and aza-Diels-Alder reaction under high pressure. The reaction sequence shows atom economy and is compatible with a variety of functionalities being introduced by three building blocks: a monosubstituted alkyne, a terminal alkene, and an imine.

Original languageEnglish (US)
Pages (from-to)1877-1880
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number10
DOIs
StatePublished - Mar 5 1999
Externally publishedYes

Fingerprint

Imines
Alkynes
Cycloaddition Reaction
Alkenes
Pressure
Atoms

Keywords

  • Diels-Alder reactions
  • Metathesis
  • Piperidines

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A versatile synthesis of substituted tetrahydropyridines. / Schuerer, Stephan C; Blechert, S.

In: Tetrahedron Letters, Vol. 40, No. 10, 05.03.1999, p. 1877-1880.

Research output: Contribution to journalArticle

Schuerer, Stephan C ; Blechert, S. / A versatile synthesis of substituted tetrahydropyridines. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 10. pp. 1877-1880.
@article{58d4ba05d3d24c9791e3d801c5d9e81f,
title = "A versatile synthesis of substituted tetrahydropyridines",
abstract = "A short and efficient synthesis of highly substituted tetrahydropyridines is achieved by a combination of enyne cross metathesis and aza-Diels-Alder reaction under high pressure. The reaction sequence shows atom economy and is compatible with a variety of functionalities being introduced by three building blocks: a monosubstituted alkyne, a terminal alkene, and an imine.",
keywords = "Diels-Alder reactions, Metathesis, Piperidines",
author = "Schuerer, {Stephan C} and S. Blechert",
year = "1999",
month = "3",
day = "5",
doi = "10.1016/S0040-4039(99)00091-X",
language = "English (US)",
volume = "40",
pages = "1877--1880",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "10",

}

TY - JOUR

T1 - A versatile synthesis of substituted tetrahydropyridines

AU - Schuerer, Stephan C

AU - Blechert, S.

PY - 1999/3/5

Y1 - 1999/3/5

N2 - A short and efficient synthesis of highly substituted tetrahydropyridines is achieved by a combination of enyne cross metathesis and aza-Diels-Alder reaction under high pressure. The reaction sequence shows atom economy and is compatible with a variety of functionalities being introduced by three building blocks: a monosubstituted alkyne, a terminal alkene, and an imine.

AB - A short and efficient synthesis of highly substituted tetrahydropyridines is achieved by a combination of enyne cross metathesis and aza-Diels-Alder reaction under high pressure. The reaction sequence shows atom economy and is compatible with a variety of functionalities being introduced by three building blocks: a monosubstituted alkyne, a terminal alkene, and an imine.

KW - Diels-Alder reactions

KW - Metathesis

KW - Piperidines

UR - http://www.scopus.com/inward/record.url?scp=0033525693&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0033525693&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(99)00091-X

DO - 10.1016/S0040-4039(99)00091-X

M3 - Article

VL - 40

SP - 1877

EP - 1880

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 10

ER -