共 89 条
Axially chiral N-heterocyclic carbene gold(I) complex catalyzed asymmetric Friedel-Crafts/cyclization reaction of nitrogen-tethered 1,6-enynes with indole derivatives
被引:34
作者:

Yang, Jinming
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China

Zhang, Rui
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China

Wang, Wenfeng
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China

Zhang, Zhen
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机构:
E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China

Shi, Min
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机构:
E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
机构:
[1] E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金:
中国国家自然科学基金;
关键词:
ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION;
ARYLBORONIC ACIDS;
PALLADIUM COMPLEXES;
METAL-COMPLEXES;
NHC LIGANDS;
CYCLOISOMERIZATION;
CYCLIZATION;
ENYNES;
CHEMISTRY;
PLATINUM;
D O I:
10.1016/j.tetasy.2011.12.004
中图分类号:
O61 [无机化学];
学科分类号:
070301 ;
081704 ;
摘要:
A class of axially chiral NHC-Au(I) complexes has been applied to the asymmetric Friedel-Crafts/cyclization reaction of nitrogen-tethered 1,6-enynes 14 with indole derivatives 15, affording the corresponding Friedel-Crafts and intramolecular cyclization products 16 in good yields and with moderate ee values under mild conditions. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2029 / 2038
页数:10
相关论文
共 89 条
[1]
Gold-Catalyzed [4C+2C] Cycloadditions of Allenedienes, including an Enantioselective Version with New Phosphoramidite-Based Catalysts: Mechanistic Aspects of the Divergence between [4C+3C] and [4C+2C] Pathways
[J].
Alonso, Isaac
;
Trillo, Beatriz
;
Lopez, Fernando
;
Montserrat, Sergi
;
Ujaque, Gregori
;
Castedo, Luis
;
Lledos, Agusti
;
Mascarenas, Jose L.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2009, 131 (36)
:13020-13030

Alonso, Isaac
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Trillo, Beatriz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Lopez, Fernando
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Montserrat, Sergi
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Ujaque, Gregori
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Castedo, Luis
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Lledos, Agusti
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

Mascarenas, Jose L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
[2]
Chiral undecagold clusters: synthesis, characterization and investigation in catalysis
[J].
Andreiadis, Eugen S.
;
Vitale, Maxime R.
;
Mezailles, Nicolas
;
Le Goff, Xavier
;
Le Floch, Pascal
;
Toullec, Patrick Y.
;
Michelet, Veronique
.
DALTON TRANSACTIONS,
2010, 39 (44)
:10608-10616

Andreiadis, Eugen S.
论文数: 0 引用数: 0
h-index: 0
机构:
Chim ParisTech, ENSCP, UMR 7223, Lab Charles Friedel, F-75231 Paris 05, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Vitale, Maxime R.
论文数: 0 引用数: 0
h-index: 0
机构:
Chim ParisTech, ENSCP, UMR 7223, Lab Charles Friedel, F-75231 Paris 05, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Mezailles, Nicolas
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Le Goff, Xavier
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Le Floch, Pascal
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Toullec, Patrick Y.
论文数: 0 引用数: 0
h-index: 0
机构:
Chim ParisTech, ENSCP, UMR 7223, Lab Charles Friedel, F-75231 Paris 05, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

Michelet, Veronique
论文数: 0 引用数: 0
h-index: 0
机构:
Chim ParisTech, ENSCP, UMR 7223, Lab Charles Friedel, F-75231 Paris 05, France Ecole Polytech, UMR 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France
[3]
Alternative synthetic methods through new developments in catalysis by gold
[J].
Arcadi, Antonio
.
CHEMICAL REVIEWS,
2008, 108 (08)
:3266-3325

Arcadi, Antonio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dept Chem Chem Engn & Mat, I-67010 Coppito, AQ, Italy Univ Aquila, Dept Chem Chem Engn & Mat, I-67010 Coppito, AQ, Italy
[4]
Golden opportunities in stereoselective catalysis
[J].
Bongers, Nadine
;
Krause, Norbert
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008, 47 (12)
:2178-2181

Bongers, Nadine
论文数: 0 引用数: 0
h-index: 0
机构:
Dortmund Univ Technol, D-44227 Dortmund, Germany Dortmund Univ Technol, D-44227 Dortmund, Germany

Krause, Norbert
论文数: 0 引用数: 0
h-index: 0
机构:
Dortmund Univ Technol, D-44227 Dortmund, Germany Dortmund Univ Technol, D-44227 Dortmund, Germany
[5]
Stable carbenes
[J].
Bourissou, D
;
Guerret, O
;
Gabbaï, FP
;
Bertrand, G
.
CHEMICAL REVIEWS,
2000, 100 (01)
:39-91

论文数: 引用数:
h-index:
机构:

Guerret, O
论文数: 0 引用数: 0
h-index: 0
机构: Univ Toulouse 3, UPRES A CNRS 5069, Lab Heterochim Fondamentale & Appliquee, F-31062 Toulouse 04, France

Gabbaï, FP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Toulouse 3, UPRES A CNRS 5069, Lab Heterochim Fondamentale & Appliquee, F-31062 Toulouse 04, France

论文数: 引用数:
h-index:
机构:
[6]
A rhodium(I)-catalyzed formal allenic Alder ene reaction for the rapid and stereoselective assembly of cross-conjugated trienes
[J].
Brummond, KM
;
Chen, HF
;
Sill, P
;
You, LF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (51)
:15186-15187

Brummond, KM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

Chen, HF
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

Sill, P
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

You, LF
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
[7]
Steric and electronic effects in the bonding of N-heterocyclic ligands to transition metals
[J].
Cavallo, L
;
Correa, A
;
Costabile, C
;
Jacobsen, H
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2005, 690 (24-25)
:5407-5413

Cavallo, L
论文数: 0 引用数: 0
h-index: 0
机构: Univ Salerno, Dipartimento Chim, I-80184 Baronissi, SA, Italy

Correa, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Salerno, Dipartimento Chim, I-80184 Baronissi, SA, Italy

论文数: 引用数:
h-index:
机构:

Jacobsen, H
论文数: 0 引用数: 0
h-index: 0
机构: Univ Salerno, Dipartimento Chim, I-80184 Baronissi, SA, Italy
[8]
Chiral N-heterocyclic carbenes as stereodirecting ligands in asymmetric catalysis
[J].
César, V
;
Bellemin-Laponnaz, S
;
Gade, LH
.
CHEMICAL SOCIETY REVIEWS,
2004, 33 (09)
:619-636

César, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Strasbourg, Lab Chim Organomet & Catalyse, F-67000 Strasbourg, France

论文数: 引用数:
h-index:
机构:

Gade, LH
论文数: 0 引用数: 0
h-index: 0
机构: Univ Strasbourg, Lab Chim Organomet & Catalyse, F-67000 Strasbourg, France
[9]
Asymmetric Au(I)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes
[J].
Chao, Chung-Meng
;
Beltrami, Denis
;
Toullec, Patrick Y.
;
Michelet, Veronique
.
CHEMICAL COMMUNICATIONS,
2009, (45)
:6988-6990

Chao, Chung-Meng
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France

Beltrami, Denis
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France

Toullec, Patrick Y.
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France

Michelet, Veronique
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France Ecole Natl Super Chim Paris, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France
[10]
Towards asymmetric Au-catalyzed hydroxy- and alkoxycyclization of 1,6-enynes
[J].
Chao, Chung-Meng
;
Genin, Emilie
;
Toullec, Patrick Y.
;
Genet, Jean-Pierre
;
Michelet, Veronique
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2009, 694 (04)
:538-545

Chao, Chung-Meng
论文数: 0 引用数: 0
h-index: 0
机构:
ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France

Genin, Emilie
论文数: 0 引用数: 0
h-index: 0
机构:
ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France

Toullec, Patrick Y.
论文数: 0 引用数: 0
h-index: 0
机构:
ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France

Genet, Jean-Pierre
论文数: 0 引用数: 0
h-index: 0
机构:
ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France

Michelet, Veronique
论文数: 0 引用数: 0
h-index: 0
机构:
ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France