A three-component tandem reductive aldol reaction catalyzed by N-heterocyclic carbene-copper complexes

Alexandre Welle; Silvia Diez-Gonzalez; Bernard Tinant; Steven Patrick Nolan; Olivier Riant

doi:10.1021/ol062495o

A three-component tandem reductive aldol reaction catalyzed by N-heterocyclic carbene-copper complexes

Alexandre Welle, Silvia Diez-Gonzalez, Bernard Tinant, Steven Patrick Nolan, Olivier Riant

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

Abstract

An efficient catalytic system for the three-component coupling of electrophilic alkenes, aldehydes, and silane was optimized with a new family of copper N-heterocyclic carbene complexes. These catalysts do not require activation and show high activity (TOF > 15 000 h(-1)) as well as some anti diastereoselectivity.

Original language	English
Pages (from-to)	6059-6062
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	26
DOIs	https://doi.org/10.1021/ol062495o
Publication status	Published - 21 Dec 2006

Keywords

CONJUGATE ADDITION
ENANTIOSELECTIVE SYNTHESIS
CARBONYL-COMPOUNDS
ASYMMETRIC-SYNTHESIS
GRIGNARD-REAGENTS
STRYKERS REAGENT
CYCLIZATION
KETONES
NHC
HYDROSILYLATION

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10.1021/ol062495o

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title = "A three-component tandem reductive aldol reaction catalyzed by N-heterocyclic carbene-copper complexes",

abstract = "An efficient catalytic system for the three-component coupling of electrophilic alkenes, aldehydes, and silane was optimized with a new family of copper N-heterocyclic carbene complexes. These catalysts do not require activation and show high activity (TOF > 15 000 h(-1)) as well as some anti diastereoselectivity.",

keywords = "CONJUGATE ADDITION, ENANTIOSELECTIVE SYNTHESIS, CARBONYL-COMPOUNDS, ASYMMETRIC-SYNTHESIS, GRIGNARD-REAGENTS, STRYKERS REAGENT, CYCLIZATION, KETONES, NHC, HYDROSILYLATION",

author = "Alexandre Welle and Silvia Diez-Gonzalez and Bernard Tinant and Nolan, {Steven Patrick} and Olivier Riant",

year = "2006",

month = dec,

day = "21",

doi = "10.1021/ol062495o",

language = "English",

volume = "8",

pages = "6059--6062",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "26",

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TY - JOUR

T1 - A three-component tandem reductive aldol reaction catalyzed by N-heterocyclic carbene-copper complexes

AU - Welle, Alexandre

AU - Diez-Gonzalez, Silvia

AU - Tinant, Bernard

AU - Nolan, Steven Patrick

AU - Riant, Olivier

PY - 2006/12/21

Y1 - 2006/12/21

N2 - An efficient catalytic system for the three-component coupling of electrophilic alkenes, aldehydes, and silane was optimized with a new family of copper N-heterocyclic carbene complexes. These catalysts do not require activation and show high activity (TOF > 15 000 h(-1)) as well as some anti diastereoselectivity.

AB - An efficient catalytic system for the three-component coupling of electrophilic alkenes, aldehydes, and silane was optimized with a new family of copper N-heterocyclic carbene complexes. These catalysts do not require activation and show high activity (TOF > 15 000 h(-1)) as well as some anti diastereoselectivity.

KW - CONJUGATE ADDITION

KW - ENANTIOSELECTIVE SYNTHESIS

KW - CARBONYL-COMPOUNDS

KW - ASYMMETRIC-SYNTHESIS

KW - GRIGNARD-REAGENTS

KW - STRYKERS REAGENT

KW - CYCLIZATION

KW - KETONES

KW - NHC

KW - HYDROSILYLATION

UR - http://www.scopus.com/inward/record.url?scp=33846176873&partnerID=8YFLogxK

U2 - 10.1021/ol062495o

DO - 10.1021/ol062495o

M3 - Article

SN - 1523-7060

VL - 8

SP - 6059

EP - 6062

JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

A three-component tandem reductive aldol reaction catalyzed by N-heterocyclic carbene-copper complexes

Abstract

Keywords

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