共 16 条
On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts
被引:34
作者:

Braddock, DC
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机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

Wildsmith, AJ
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h-index: 0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
机构:
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
关键词:
Grubbs' catalyst;
palladium(0);
tricyclohexylphosphine;
metathesis;
allylic isomerisation;
D O I:
10.1016/S0040-4039(01)00405-1
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Attempted tandem allylic acetate isomerisation and ring-closing metathesis using combinations of palladium(0)/Grubbs' catalyst/PPh3 led to either allylic isomerisation or ring-closing metathesis but not both in tandem. The effect was traced to deactivation of Grubbs' catalyst by added PPh3 and poisoning of the Pd(0) by the necessarily released PCy3 (Cy=cyclohexyl) from Grubbs' catalyst. Successful tandem isomerisation/ring-closing metathesis was achieved by the use of palladium(0)/PPh3 systems in conjunction with a PCy3 free olefin metathesis catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:3239 / 3242
页数:4
相关论文
共 16 条
[1]
Use of tricyclohexylphosphine to control regiochemistry in palladium-catalyzed allylic alkylation
[J].
Blacker, AJ
;
Clarke, ML
;
Loft, MS
;
Williams, JMJ
.
ORGANIC LETTERS,
1999, 1 (12)
:1969-1971

Blacker, AJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

Clarke, ML
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

Loft, MS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

Williams, JMJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[2]
Well-defined ruthenium olefin metathesis catalysts: Mechanism and activity
[J].
Dias, EL
;
Nguyen, ST
;
Grubbs, RH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997, 119 (17)
:3887-3897

Dias, EL
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125 CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125

Nguyen, ST
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125 CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125

Grubbs, RH
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125 CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125
[3]
Sequential and cascade palladium catalysed cyclisation-anion capture-olefin metathesis
[J].
Evans, P
;
Grigg, R
;
Ramzan, MI
;
Sridharan, V
;
York, M
.
TETRAHEDRON LETTERS,
1999, 40 (15)
:3021-3024

Evans, P
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Ramzan, MI
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

York, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[4]
Sequential and cascade olefin metathesis - Intramolecular Heck reaction.
[J].
Grigg, R
;
Sridharan, V
;
York, M
.
TETRAHEDRON LETTERS,
1998, 39 (23)
:4139-4142

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

York, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[5]
Some allylic substituent effects in ring-closing metathesis reactions: Allylic alcohol activation
[J].
Hoye, TR
;
Zhao, H
.
ORGANIC LETTERS,
1999, 1 (07)
:1123-1125

Hoye, TR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

Zhao, H
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
[6]
Olefin metathesis-active ruthenium complexes bearing a nucleophilic carbene ligand
[J].
Huang, JK
;
Stevens, ED
;
Nolan, SP
;
Petersen, JL
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999, 121 (12)
:2674-2678

Huang, JK
论文数: 0 引用数: 0
h-index: 0
机构: Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

Stevens, ED
论文数: 0 引用数: 0
h-index: 0
机构: Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

Nolan, SP
论文数: 0 引用数: 0
h-index: 0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

Petersen, JL
论文数: 0 引用数: 0
h-index: 0
机构: Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
[7]
THE COORDINATION CHEMISTRY OF ELECTRON-RICH ALKENES (ENETETRAMINES)
[J].
LAPPERT, MF
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1988, 358 (1-3)
:185-214

LAPPERT, MF
论文数: 0 引用数: 0
h-index: 0
[8]
New insights into the mechanism of ruthenium-catalyzed olefin metathesis reactions
[J].
Sanford, MS
;
Ulman, M
;
Grubbs, RH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (04)
:749-750

Sanford, MS
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA

Ulman, M
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA

Grubbs, RH
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
[9]
Increased ring closing metathesis activity of ruthenium-based olefin metathesis catalysts coordinated with imidazolin-2-ylidene ligands
[J].
Scholl, M
;
Trnka, TM
;
Morgan, JP
;
Grubbs, RH
.
TETRAHEDRON LETTERS,
1999, 40 (12)
:2247-2250

Scholl, M
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Trnka, TM
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Morgan, JP
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Grubbs, RH
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[10]
Synthesis and applications of RuCl2(=CHR')(PR(3))(2): The influence of the alkylidene moiety on metathesis activity
[J].
Schwab, P
;
Grubbs, RH
;
Ziller, JW
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996, 118 (01)
:100-110

Schwab, P
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTH,PASADENA,CA 91125

Grubbs, RH
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTH,PASADENA,CA 91125

Ziller, JW
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTH,PASADENA,CA 91125