Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

Sathiyamoorthy Murugesan; Fan Jiang; Mathieu Achard; Christian Bruneau; Sylvie Dérien

doi:10.1039/c2cc32497k

Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

Sathiyamoorthy Murugesan
, Fan Jiang
, Mathieu Achard
, Christian Bruneau
, Sylvie Dérien^*

^*Corresponding author for this work

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

14 Scopus citations

Abstract

Intermolecular selective coupling of linear allylic alcohols and propargylic amides occurs in the presence of a catalytic amount of the cationic ruthenium complex [Cp*Ru(NCCH₃)₃]PF₆ followed by condensation to generate six-membered cyclic enamides or hemiaminal ethers with water as the only side product.

Original language	English
Pages (from-to)	6589-6591
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	52
DOIs	https://doi.org/10.1039/c2cc32497k
State	Published - 6 Jun 2012
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols",

abstract = "Intermolecular selective coupling of linear allylic alcohols and propargylic amides occurs in the presence of a catalytic amount of the cationic ruthenium complex [Cp*Ru(NCCH3)3]PF6 followed by condensation to generate six-membered cyclic enamides or hemiaminal ethers with water as the only side product.",

author = "Sathiyamoorthy Murugesan and Fan Jiang and Mathieu Achard and Christian Bruneau and Sylvie D{\'e}rien",

year = "2012",

month = jun,

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doi = "10.1039/c2cc32497k",

language = "English",

volume = "48",

pages = "6589--6591",

journal = "Chemical Communications",

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T1 - Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

AU - Murugesan, Sathiyamoorthy

AU - Jiang, Fan

AU - Achard, Mathieu

AU - Bruneau, Christian

AU - Dérien, Sylvie

PY - 2012/6/6

Y1 - 2012/6/6

N2 - Intermolecular selective coupling of linear allylic alcohols and propargylic amides occurs in the presence of a catalytic amount of the cationic ruthenium complex [Cp*Ru(NCCH3)3]PF6 followed by condensation to generate six-membered cyclic enamides or hemiaminal ethers with water as the only side product.

AB - Intermolecular selective coupling of linear allylic alcohols and propargylic amides occurs in the presence of a catalytic amount of the cationic ruthenium complex [Cp*Ru(NCCH3)3]PF6 followed by condensation to generate six-membered cyclic enamides or hemiaminal ethers with water as the only side product.

UR - https://www.scopus.com/pages/publications/84862169693

U2 - 10.1039/c2cc32497k

DO - 10.1039/c2cc32497k

M3 - Article

C2 - 22622865

AN - SCOPUS:84862169693

SN - 1359-7345

VL - 48

SP - 6589

EP - 6591

JO - Chemical Communications

JF - Chemical Communications

IS - 52

ER -

Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

Abstract

ASJC Scopus subject areas

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