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Progress in Chemistry 2002, Vol. 14 Issue (06): 438- Previous Articles   Next Articles

• Review •

Application of Axially Chiral Phosphinamine Ligands in Asymmetric Catalysis

Gao Shuang;Hu Xinquan;Zheng Zhuo*   

  1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China
  • Received: Revised: Online: Published:
  • Contact: Zheng Zhuo
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The progress in synthesis of chiral phosphinamine ligands is reviewed. Their applications in asymmetric allylic substitution, asymmetric 1, 4-conjugate addition and asymmetric hydroboration are described.

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[ 1 ] Miyashita A , Yasuda A , Yakaya H, Noyori R. J. Am.Chem. Soc. , 1980, 102: 7932
[ 2 ] Krow G. Top. Stereoche. , 1970, 5: 31
[ 3 ] Ojima I. Catalytic A symmetric Synthesis (2nd Ed. ). Weinheim: VCH, 1999
[ 4 ] Noyori R. Asymmetric Catalysis in Organic Synthesis.New York: Wiley, 1994
[ 5 ] Beller M , Bolm C. Transition Metals for Organic Synthesis. Weinheim: Wiley-VCH, 1998
[ 6 ] Brown J M , Woodward S. J. Org. Chem. , 1991, 56:6803
[ 7 ] Alcock N W , Brown J M , Pearson M , Woodward S. Tetrahedron: Asymmetry, 1992, 3: 17
[ 8 ] Alcock N W , Brown J M , Hulmes D I. Tetrahedron:Asymmetry, 1993, 4: 783
[ 9 ] Brown J M , Hulmes D, Guiry P J. Tetrahedron, 1994,50: 4493
[ 10 ] Valk M , Claridge T D W , Brown J M. Tetrahedron:Asymmetry, 1995, 6: 2597
[ 11 ] Doucer H, Brown J M. Tetrahedron: Asymmetry, 1997,8: 3775
[ 12 ] Claridge T D W , Long J M , Brown J M , Hibbs D, Hursthouse M B. Tetrahedron, 1997, 53: 4035
[ 13 ] McCarthy M , Guiry P J. Tetrahedron, 1999, 55: 3061
[ 14 ] Dai X, Virgil S C. Tetrahedron Lett. , 1999, 40: 1245
[ 15 ] McCarthy M , Goddard R, Guiry P J. Tetrahedron:Asymmetry, 1999, 10: 2797
[ 16 ] McCarthy M , Guiry P J. Polyhedron, 2000, 19: 541
[ 17 ] McCarthy M , Hooper M W , Guiry P J. Chem. Commun. , 2000, 1333
[ 18 ] Lacey P M , McDonnell C M , Guiry P J. Tetrahedron Lett. , 2000, 41: 2475
[ 19 ] Kubota H, Koga K. Tetrahedron Lett. , 1994, 35: 6689
[ 20 ] Mazaleyrat J P, Cram D. J. Am. Chem. Soc. , 1981,103: 4585
[ 21 ] Wimmer P, Wildhalm M. Tetrahedron: Asymmetry,1995, 6: 657
[ 22 ] Bourghida M , Wildhalm M. Tetrahedron: Asymmetry,1998, 9: 1073
[ 23 ] Widhalm M , Mereiter K, Boughida M. Tetrahedron:Asymmetry, 1998, 9: 2983
[ 24 ] Hayashi T. Acta Chem. Scand. , 1996, 50: 259
[ 25 ] Vyskocil S, Smrcina M , Hanus V , et al. J. Org. Chem. ,1998, 63: 7738
[ 26 ] Smrcina M , Lorenc M , Hanus V , et al. J. Org. Chem. ,1992, 57: 1917
[ 27 ] Kocovsky P, Vyskocil S, Cisarova I, et al. J. Am. Chem.Soc. , 1999, 121: 7714
[ 28 ] Hu X Q , Chen H L , Zhang X. Angew. Chem. Int. Ed.Engl. , 1999, 38: 3578
[ 29 ] Pfaltz A , Pretot R. Angew. Chem. Int. Ed. Engl. ,1998, 37: 323
[ 30 ] Knobel A K H, Escher I H, Pfaltz A. Synlett. , 1997,1429
[ 31 ] Iris H E, Pfaltz A. Tetrahedron. 2000, 56: 2879
[ 32 ] Ogasawara M , Yoshida K, Kamei H, et al. Tetrahedron:Asymmetry, 1998, 9: 1779
[ 33 ] Imai Y, Zhang W , Kida T, et al. Tetrahedron Lett. ,1998, 39: 43433
[ 34 ] Marrison J D. Asymmetric Synthesis. New York: Academic Press, 1983—1985, Vols. 1—5
[ 35 ] Nogradi M. Stereoselective Synthesis. Weinheim: VCH,1995
[ 36 ] Togni A , Bruckhardt G V , Progosim P S, et al. J. Am.Chem. Soc. , 1996, 118: 1031
[ 37 ] Chelucci G, Cabrus M A , Botteghi C, et al. Tetrahedron:Asymmetry, 1996, 7: 885
[ 38 ] Koch G, Pfaltz A. Tetrahedron: Asymmetry, 1996, 7:2213
[ 39 ] Von M P, Pfaltz A. Angew. Chem. Int. Ed. Engl. ,1993, 32: 566
[ 40 ] Dawson G J , Frost C G, Willians J M , et al. Tetrahedron Lett. , 1997, 34: 3149
[ 41 ] Sprin J , Helmchtn G. Tetrahedron Lett. , 1997, 34: 1719
[ 42 ] You S L , Zhu X Z, Luo Y M , Hou X L , Dai L X. J. Am.Chem. Soc. , 2001, 123: 7471
[ 43 ] Rossiter B E, Swingle N M. Chem. Rev. , 1992, 92: 771
[ 44 ] Krause N , Gerold A. Angew. Chem. Int. Ed. Engl. ,1997, 36: 186
[ 45 ] Krause N. Angew. Chem. Int. Ed. Engl. , 1998, 37: 283
[ 46 ] Mannig D, Noth H. Angew. Chem. Int. Ed. Engl. ,1985, 24: 878
[ 47 ] Brown H C. Hydroboration. New York: W. A. Benjamin, 1962
[ 48 ] Burgess K, Ohlmeyer M J. J. Org. Chem. , 1988, 53:5148
[ 49 ] Hayashi T, Matsumoto Y, Ito Y. Tetrahedron: Asymmetry, 1991, 2: 601
[ 50 ] Zhang J F, Lou B L , Guo G Z, Dai L X. J. Org. Chem. ,1991, 56: 1670
[ 51 ] Brown J M , Hulmes D I, Layzell T P. J. Chem. Soc. ,Chem. Commun. , 1993, 1673
[ 52 ] Valk J M , Whitlock G A , Lazell T P, Brown J M. Tetrahedron: Asymmetry, 1995, 6: 2593
[ 53 ] Hayash i T, Matsumoto Y, Ito Y. Tetrahedron: Asymmetry, 1991, 2: 601
[ 54 ] Doucet H, Fernandez E, Layzell T P, et al. Chem. Eur.J. , 1999, 5: 1320

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