中文
Earlier issues
Announcement
More
Progress in Chemistry 2002, Vol. 14 Issue (01): 8- Previous Articles   Next Articles

• Review •

Application of Chiral Metal-Salen Complexes in Asymmetric Catalysis

Sun Wei;Xia Chungu   

  1. State Key Laboratory of Oxo Synthesis & Selective Oxidation, Lanzhou Institute of Chemical Physcis, Chinese Academy of Sciences, Lanzhou 730000, China
  • Received: Revised: Online: Published:
  • Contact: Xia Chungu
PDF ( 2188 ) Cited
Export

EndNote

Ris

BibTeX

hiral metalsalen complexes have been recognized as one of the most promising catalysts for various asymmetric reactions. This review summarizes the applications of soluble and solid-phase supported chiral metalsalen complexes in asymmetric reactions.
Key words: chiral metalsalen complexes, asymmetric catalysis, asymmetric epoxidation

CLC Number: 

[ 1 ] Katsuki T. J. Mol. Cat. A , 1996, 113: 87—107
[ 2 ] Nishikori H, Katsuki T. Tetrahedron Lett. , 1996, 37: 9245—9248
[ 3 ] Fukuda T, Katsuki T. Tetrahedron, 1997, 53: 7201—7208
[ 4 ] Schaus S E, Branalt J , Jacobsen E N. J. Org. Chem. , 1998,63: 403—405
[ 5 ] Sigman M S, Jacobsen E N . J. Am. Chem. Soc. , 1998, 120:5315—5316
[ 6 ] Breysse E, Pinel C, Lemaire M. Tetrahedron: Asymmetry,1998, 9: 897—900
[ 7 ] Tokunaga M , Larrow J F, Kakiuchi F, Jacobsen E N. Science,1997, 277: 936—938
[ 8 ] Masutani K, Uchida T, Irie R, Katsuki T. Tetrahedron Lett. ,2000, 41: 5119—5123
[ 9 ] Srinivasan K, Michaud P, Kochi J K. J. Am. Chem. Soc. ,1986, 108: 2309—2320
[ 10 ] Nakajima K, Kojima M , Fujita J. Chem. Lett. , 1986: 1483
[ 11 ] Zhang W , Loebach J L , Wilson S R, Jacobsen E N. J. Am.Chem. Soc. , 1990, 112: 2801—2804
[ 12 ] Irie R, Noda K, Ito Y, Matsumoto N , Katsuki T. Tetrahedron Lett. , 1990, 31: 7345—7348
[ 13 ] Jacobsen E N , Zhang W , Muci L C, Ecker J R, Deng L. J.Am. Chem. Soc. , 1991, 113: 7063—7064
[ 14 ] Halterman R L , Jan S. J. Org. Chem. , 1991, 56: 5253—5254
[ 15 ] Palucki M , Mecormick G J , Jacobsen E N. Tetrahedron Lett. , 1995, 35: 5457—5460
[ 16 ] Hosoya N , Hatayama A , Irie R, Saski H, Katsuki T. Tetrahedron, 1994, 50: 4311—4322
[ 17 ] Sasaki H, Irie R, Hamada T, Suzuki K, Katsuki T. Tetrahedron, 1994, 50: 11827—11838
[ 18 ] Ito Y N , Katsuki T. Tetrahedron Lett. , 1998, 39: 4325—4328
[ 19 ] Pietiinen P. Tetrahedron Lett. , 1994, 35: 941—944
[ 20 ] Imagaya K, N agata T, Yamada T, Mukaiyama T. Chem.Lett. , 1994: 527—530
[ 21 ] Hosoya N , Irie R, Katsuki T. Synlett. , 1993: 261—263
[ 22 ] Lee N H, Jacobsen E N. Tetrahedron Lett. , 1991, 32:6533—6536
[ 23 ] Hamada T, Fukuda T, Imanishi H, Katsuki T. Tetrahedron,1996, 52: 515—530
[ 24 ] Hamada T, Irie R, Katsuki T. Synlett. , 1995: 827—829
[ 25 ] Ito K, Yoshitake M , Katsuki T. Symposium Papers of 37th Symposium on the Chemistry of Natural Product. Tokushima,Japan, 1995. 571—578
[ 26 ] Fukuda T, Irie R, Katsuki T. Synlett. , 1995: 197—199
[ 27 ] Brandes B D, Jacobsen E N. Tetrahedron Lett. , 1995, 36:5123—5126
[ 28 ] De B B, Lohray B B, Sivaram S, Dhal P K. J. Polym. Sci. ,Polym. Chem. Ed. , 1997, 35: 1809—1818
[ 29 ] Minutolo F, Pini D, Salvadori P. Tetrahedron: Asymmetry,1996, (7) : , 2293—2299
[ 30 ] Canali L , Cowan E, Deleuze H, Gibsen C L , Sherrington D C. Chem. Commun. , 1998: 2561—2562
[ 31 ] Song C E, Roh E J , Oh C R. Chem. Commun. , 2000: 615—616
[ 32 ] Vankelecom I F J , Tas D, Parton R F, Vyver V V , Jacobs P A. Angew. Chem. , Int. Ed. Engl. , 1996, 35: 1346—1348
[ 33 ] Ogunwum i S B, Bein T. Chem. Commun. , 1997: 901—902
[ 34 ] Sabater M J , Corma A , Domenech A , Fornés V , García H.Chem. Commun. , 1997: 1285—1286
[ 35 ] Saji P V , Chandra R, Paul R. J. Mol. Cat. A , 1998, 135:295—306
[ 36 ] Fraile J M , García J I, Massam J , Mayoral J A. J. Mol. Cat.A , 1998, 136: 47—57
[ 37 ] Kim G J , Shin J H. Tetrahedron Lett. , 1999, 40: 6827—6830
[ 38 ] Reddy D R, Thornton E R. J. Chem. Soc. , Chem. Comm. ,1992, 172—173
[ 39 ] Jacobsen E N , Zhang W , Guller M L. J. Am. Chem. Soc. ,1991, 113: 6703—6704
[ 40 ] Adam W , Fell R T. J. Am. Chem. Soc. , 1998, 120: 708—714
[ 41 ] Groves J T, Viski T. J. Org. Chem. , 1990, 55: 3628—3634
[ 42 ] Larrow J F, Jacobsen E N. J. Am. Chem. Soc. , 1994, 116:12129—12130
[ 43 ] Miyafuji A , Katsuki T. Tetrahedron, 1998, 54: 10339—10348
[ 44 ] Punniyamurthy T, Miyafuji A , Katsuki T. Tetrahedron Lett. , 1998, 39: 8295—8298
[ 45 ] Palucki M , Hanson P, Jacobsen E N. Tetrahedron Lett. ,1992, 33: 7111—7114
[ 46 ] Sasaki C, Nakajima K, Kojima M , Fujita J. Bull. Chem.Soc. Jpn. , 1991, 64: 1318—1324
[ 47 ] Kokubo C, Katsuki T. Tetrahedron, 1996, 52: 13895—13900
[ 48 ] Annis D A , Jacobsen E N. J. Am. Chem. Soc. , 1999, 121:4147—4154
[ 49 ] Ishitani H, Achiwa K. Synlett. , 1997: 781—782
[ 50 ] Niimi T, Uchida T, Irie R, Katsuki T. Tetrahedron Lett. ,2000, 41: , 3647—3651
[ 51 ] Sigman M S, Jacobsen E N. J. Am. Chem. Soc. , 1998, 120:5315—5316
[ 52 ] Schous S E, Larrow J F, Jacobsen E N. J. Org. Chem. ,1997, 62: 4197—4199
[ 53 ] Jacobsen E N , Kakiuchi F, Konsler R G, Larrow L F, Tokunaga M. Tetrahedron Lett. , 1997, 38: 773—776
[ 54 ] Wu M H, Jacobsen E N. J. Org. Chem. , 1998, 63: 5252—5254
[ 55 ] Wu J , Hou X L , Dai L X, Xia L J , Tang M H. Tetrahedron:Asymmetry, 1998, (9) : 3431—3436
[ 56 ] Song C E, Oh C R, Roh E J , Choo D J. Chem. Commun. ,2000: 1743—1744
[ 57 ] Jiang Y Z, Zhou X G, Hu W H, Wu L J , Mi A Q. Tetrahedron: Asymmetry, 1995, (6) : 405—408
[ 58 ] Belokon Y R, Cepas S C, Green B, et. al. J. Am. Chem.Soc. , 1999, 121: 3968—3973
[ 59 ] Belokon Y R, North M , Parsons T. Org. Lett. , 2000, (2) :1617—1619
[ 60 ] Jacobsen E N , PfaltzA , Yamamoto H. Comprehensive Asymmetric Catalysisé 2?. Berlin: Springer-Verlag, 1999. 1237—1253
[ 61 ] Li L S, Wu Y K, Hu Y J , Xia L J , Wu Y L. Tetrahedron:Asymmetry, 1998, 9: 2271—2277
[ 62 ] Takaya H, Ohta T, Noyori R. In Asymmetric Hydrogenation in Catalytic Asymmetric Synthesis. Weinheim: VCH, 1993.20—27
[ 63 ] Nagata T, Yorozo K, Yamada T, Mukaiyama T. Angew.Chem. Int. Engl. , 1995, 34: 2145—2147
[ 64 ] Yu C Y, Cohn O M. Tetrahedron Lett. , 1999, 40: 6665—6668
[ 65 ] Sun W , Xia C G, Zhao P Q. The third conference for worldwide Chinese young chemists . Xiamen, 2000. 433
[1] Ru Jiang, Chenxu Liu, Ping Yang, Shuli You. Condensed Matter Chemistry in Asymmetric Catalysis and Synthesis [J]. Progress in Chemistry, 2022, 34(7): 1537-1547.
[2] Li Luyao, Xu Xinyao, Zhu Bo, Xu Xinyao. Application of Pyrazolone Compounds in Catalytic Asymmetric Reactions [J]. Progress in Chemistry, 2020, 32(11): 1710-1728.
[3] Jie Yu, Liu-Zhu Gong. Discovery and Typical Advances of Chiral Amino Amide Catalysts [J]. Progress in Chemistry, 2020, 32(11): 1729-1744.
[4] Xiangyan Yi, Fei Huang, Jonathan B. Baell, He Huang, Yang Yu. The Formation of C(sp3)-C(sp3) by Visible-Light Photocatalysis [J]. Progress in Chemistry, 2019, 31(4): 505-515.
[5] Yuping Tang, Yanmei He, Yu Feng, Qinghua Fan. Asymmetric Supramolecular Catalysis Based on Macrocyclic Host Molecules [J]. Progress in Chemistry, 2018, 30(5): 476-490.
[6] Yu Zhang, Xiaohua Liu, Lili Lin, Xiaoming Feng*. Recent Advance in Catalytic Asymmetric Friedel-Crafts Reactions [J]. Progress in Chemistry, 2018, 30(5): 491-504.
[7] Zhiyong Han, Liuzhu Gong*. Asymmetric Organo/Palladium Combined Catalysis [J]. Progress in Chemistry, 2018, 30(5): 505-512.
[8] Jun Luo, YanSong Zheng. Chiral Calixarenes and Their Supramolecular Chirality [J]. Progress in Chemistry, 2018, 30(5): 601-615.
[9] Zhang Yongli, Zhang Rui, Chang Honghong, Wei Wenlong, Li Xing. Asymmetric Carbonyl-ene Reactions Promoted by Chiral Catalysts [J]. Progress in Chemistry, 2014, 26(09): 1492-1505.
[10] Jin Qingxian, Li Jing, Li Xiaogang, Zhang Li, Fang Shaoming, Liu Minghua. Function and Application of Supramolecular Gels：Chiral Molecular Recognition and Asymmetric Catalysis [J]. Progress in Chemistry, 2014, 26(06): 919-930.
[11] Yu Lide, Cui Hanfeng*, Fan Hao, Ren Shuhui, Lin Yan. Chiral Quaternary Phosphonium Salts in Asymmetric Catalysis [J]. Progress in Chemistry, 2013, 25(05): 744-751.
[12] Li Gaowei, Wang Xiaojuan, Zhao Wenxian, Lu Liujie, Liu Guanjun, Wang Mincan. Trost-Type Chiral Semi-Azacrown Ether Ligands in Asymmetric Catalysis [J]. Progress in Chemistry, 2012, 24(0203): 348-360.
[13] Lin Lili, Liu Xiaohua, Feng XIiaoming. Asymmetric Reactions Catalyzed by Chiral Tridentate Schiff Base-Metal Complexes [J]. Progress in Chemistry, 2010, 22(07): 1353-1361.
[14] Xu Lijin Yi Bing Dang Limin Tang Weijun. Asymmetric catalysis in ionic liquids [J]. Progress in Chemistry, 2010, 22(07): 1254-1273.
[15] Liu Ji, Ma Baode, Yang Nianfa, Fan Jinghua. Soluble Polymer-Supported Homogeneous Catalysts [J]. Progress in Chemistry, 2010, 22(07): 1457-1470.