Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands

Beatriz Macia; Maria Fernandez Ibanez; Natasa Mrsic; Adriaan J. Minnaard; Ben L. Feringa; Nataša Mršić

doi:10.1016/j.tetlet.2008.01.019

Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands

Beatriz Macia, Maria Fernandez Ibanez, Natasa Mrsic, Adriaan J. Minnaard^*, Ben L. Feringa, Nataša Mršić

^*Corresponding author for this work

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

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Abstract

Herein, we report efficient catalysts based on phosphoramidites for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to acyclic alpha,beta-unsaturated ketones. A variety of Grignard reagents can be added to aliphatic and aromatic acyclic enones with good yields and moderate to good enantioselectivities. (C) 2008 Published by Elsevier Ltd.

Original language	English
Pages (from-to)	1877-1880
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2008.01.019
Publication status	Published - 10-Mar-2008

Keywords

conjugate addition
Grignard reagents
phosphoramidites
asymmetric catalysis
ASYMMETRIC 1,4-ADDITION
ALIPHATIC ENONES
DIETHYLZINC

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title = "Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands",

abstract = "Herein, we report efficient catalysts based on phosphoramidites for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to acyclic alpha,beta-unsaturated ketones. A variety of Grignard reagents can be added to aliphatic and aromatic acyclic enones with good yields and moderate to good enantioselectivities. (C) 2008 Published by Elsevier Ltd.",

keywords = "conjugate addition, Grignard reagents, phosphoramidites, asymmetric catalysis, ASYMMETRIC 1,4-ADDITION, ALIPHATIC ENONES, DIETHYLZINC",

author = "Beatriz Macia and {Fernandez Ibanez}, Maria and Natasa Mrsic and Minnaard, {Adriaan J.} and Feringa, {Ben L.} and Nata{\v s}a Mr{\v s}i{\'c}",

note = "Cited By (since 1996): 2",

year = "2008",

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day = "10",

doi = "10.1016/j.tetlet.2008.01.019",

language = "English",

volume = "49",

pages = "1877--1880",

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TY - JOUR

T1 - Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands

AU - Macia, Beatriz

AU - Fernandez Ibanez, Maria

AU - Mrsic, Natasa

AU - Minnaard, Adriaan J.

AU - Feringa, Ben L.

AU - Mršić, Nataša

N1 - Cited By (since 1996): 2

PY - 2008/3/10

Y1 - 2008/3/10

N2 - Herein, we report efficient catalysts based on phosphoramidites for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to acyclic alpha,beta-unsaturated ketones. A variety of Grignard reagents can be added to aliphatic and aromatic acyclic enones with good yields and moderate to good enantioselectivities. (C) 2008 Published by Elsevier Ltd.

AB - Herein, we report efficient catalysts based on phosphoramidites for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to acyclic alpha,beta-unsaturated ketones. A variety of Grignard reagents can be added to aliphatic and aromatic acyclic enones with good yields and moderate to good enantioselectivities. (C) 2008 Published by Elsevier Ltd.

KW - conjugate addition

KW - Grignard reagents

KW - phosphoramidites

KW - asymmetric catalysis

KW - ASYMMETRIC 1,4-ADDITION

KW - ALIPHATIC ENONES

KW - DIETHYLZINC

U2 - 10.1016/j.tetlet.2008.01.019

DO - 10.1016/j.tetlet.2008.01.019

M3 - Article

VL - 49

SP - 1877

EP - 1880

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands

Abstract

Keywords

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