Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis

被引：38

作者：

Fournier, Pierre-Andre ^{[1
]}

Savoie, Jolaine ^{[1
]}

Stenne, Brice ^{[1
]}

Bedard, Marion ^{[1
]}

Grandbois, Alain ^{[1
]}

Collins, Shawn K. ^{[1
]}

机构：

[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2008年 / 14卷 / 28期

基金：

加拿大自然科学与工程研究理事会;

关键词：

asymmetric catalysis; desymmetrization; N-heterocyclic carbenes; olefin metathesis; ruthenium;

D O I：

10.1002/chem.200800642

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru-based catalysts was accomplished by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives.

引用

页码：8690 / 8695

页数：6

共 40 条

[21] Hoveyda AH, 2001, CHEM-EUR J, V7, P945, DOI 10.1002/1521-3765(20010302)7:5<945::AID-CHEM945>3.0.CO
[22] 2-3
[23] HOVEYDA AH, 2003, HDB METATHESIS, V2, pCH2
[24] The remarkable metal-catalysed olefin metathesis reaction
Hoveyda, Amir H.
Zhugralin, Adil R.
[J]. NATURE, 2007, 450 (7167) : 243 - 251
[25] A sterically demanding nucleophilic carbene: 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene). Thermochemistry and catalytic application in olefin metathesis
Jafarpour, L
Stevens, ED
Nolan, SP
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 606 (01) : 49 - 54
[26] N,N'-dialkyl- and N-alkyl-N-mesityl-substituted N-heterocyclic carbenes as ligands in Grubbs catalysts
Ledoux, Nele
Allaert, Bart
Pattyn, Siegfried
Vander Mierde, Hans
Vercaemst, Carl
Verpoort, Francis
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (17) : 4654 - 4661
[27] Nitro-substituted Hoveyda-Grubbs ruthenium carbenes: Enhancement of catalyst activity through electronic activation
Michrowska, A
Bujok, R
Harutyunyan, S
Sashuk, V
Dolgonos, G
Grela, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) : 9318 - 9325
[28] A standard system of characterization for olefin metathesis catalysts
Ritter, Tobias
Hejl, Andrew
Wenzel, Anna G.
Funk, Timothy W.
Grubbs, Robert H.
[J]. ORGANOMETALLICS, 2006, 25 (24) : 5740 - 5745
[29] Schrock R. R., 2003, ANGEW CHEM, V115, P4740, DOI DOI 10.1002/ANGE.200300576
[30] Molybdenum and tungsten imido alkylidene complexes as efficient olefin-metathesis catalysts
Schrock, RR
Hoveyda, AH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (38) : 4592 - 4633

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