메뉴 건너뛰기




Volumn 346, Issue 4, 2004, Pages 474-482

The regioisomeric triphenylaminoethanols - Comparison of their efficiency in enantioselective catalysis

Author keywords

Amino alcohols; Asymmetric catalysis; Cyclization; N,O ligands; Nucleophilic addition; Titanium

Indexed keywords

AMINOALCOHOL; BENZALDEHYDE; DIETHYLZINC; DIKETONE; ESTRONE; ETHANOLAMINE DERIVATIVE; ETHYLENE GLYCOL; IMINE; MANDELIC ACID DERIVATIVE; TITANIUM;

EID: 2342556510     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200303178     Document Type: Article
Times cited : (39)

References (65)
  • 1
    • 0000390176 scopus 로고    scopus 로고
    • M. Braun, Angew. Chem. 1996, 108, 565; Angew. Chem. Int. Ed. Engl. 1996, 35, 519.
    • (1996) Angew. Chem. , vol.108 , pp. 565
    • Braun, M.1
  • 2
    • 33748230810 scopus 로고    scopus 로고
    • M. Braun, Angew. Chem. 1996, 108, 565; Angew. Chem. Int. Ed. Engl. 1996, 35, 519.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 519
  • 3
  • 4
    • 63349098433 scopus 로고    scopus 로고
    • and references given therein
    • D. Seebach, A. K. Beck, A. Heckel, Angew. Chem. 2001, 113, 96; Angew. Chem. Int. Ed. Engl. 2001, 40, 92 and references given therein.
    • (2001) Angew. Chem. Int. Ed. Engl. , vol.40 , pp. 92
  • 5
    • 0000241934 scopus 로고
    • M. Braun, R. Devant, Tetrahedron Lett. 1984, 25, 5031; M. Braun, Angew. Chem. 1987, 99, 24; Angew. Chem. Int. Ed. Engl. 1987, 26, 24;
    • (1984) Tetrahedron Lett. , vol.25 , pp. 5031
    • Braun, M.1    Devant, R.2
  • 6
    • 0000241934 scopus 로고
    • M. Braun, R. Devant, Tetrahedron Lett. 1984, 25, 5031; M. Braun, Angew. Chem. 1987, 99, 24; Angew. Chem. Int. Ed. Engl. 1987, 26, 24;
    • (1987) Angew. Chem. , vol.99 , pp. 24
    • Braun, M.1
  • 7
    • 0000241934 scopus 로고
    • M. Braun, R. Devant, Tetrahedron Lett. 1984, 25, 5031; M. Braun, Angew. Chem. 1987, 99, 24; Angew. Chem. Int. Ed. Engl. 1987, 26, 24;
    • (1987) Angew. Chem. Int. Ed. Engl. , vol.26 , pp. 24
  • 8
    • 0001524205 scopus 로고
    • (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme: Stuttgart, 1713 and references given therein
    • M. Braun, in: Houben-Weyl, 4th edn., Vol. E 21b (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme: Stuttgart, 1995, pp. 1603; 1713 and references given therein.
    • (1995) Houben-Weyl, 4th Edn. , vol.E 21B , pp. 1603
    • Braun, M.1
  • 11
    • 0001015795 scopus 로고    scopus 로고
    • E. J. Corey, C. J. Helal, Angew. Chem. 1998, 110, 2092; Angew. Chem. Int. Ed. Engl. 1998, 37, 1986 and references given therein.
    • (1998) Angew. Chem. , vol.110 , pp. 2092
    • Corey, E.J.1    Helal, C.J.2
  • 12
    • 0032541271 scopus 로고    scopus 로고
    • and references given therein
    • E. J. Corey, C. J. Helal, Angew. Chem. 1998, 110, 2092; Angew. Chem. Int. Ed. Engl. 1998, 37, 1986 and references given therein.
    • (1998) Angew. Chem. Int. Ed. Engl. , vol.37 , pp. 1986
  • 13
    • 0000949250 scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 2437
    • Enders, D.1    Bhushan, V.2
  • 14
    • 33845282537 scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 7111
    • Soai, K.1    Ookawa, A.2    Kaba, T.3    Ogawa, K.4
  • 15
    • 0033370348 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1999) Tetrahedron: Asymmetry , vol.10 , pp. 4437
    • Wassmann, S.1    Wilken, J.2    Martens, J.3
  • 16
    • 0011781060 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1997) J. Org. Chem. , vol.62 , pp. 3770
    • Prasad, K.R.K.1    Joshi, N.N.2
  • 17
    • 0028951053 scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 653
    • Brunner, H.1    Henrichs, C.2
  • 18
    • 37049069124 scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1993) J. Chem. Soc. Perkin Trans. 1 , pp. 2193
    • Watanabe, M.1    Komota, M.2    Nishimura, M.3    Araki, S.4    Butsugan, Y.5
  • 19
    • 0041685739 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1997) Synlett , pp. 1051
    • Bolm, C.1    Muñiz Fernández, K.2    Seger, A.3    Raabe, G.4
  • 20
    • 0001111641 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1997) J. Org. Chem. , vol.62 , pp. 444
    • Dosa, P.I.1    Ruble, J.C.2    Fu, G.C.3
  • 21
    • 33751391540 scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1992) J. Org. Chem. , vol.57 , pp. 782
    • Annunziata, R.1    Benaglia, M.2    Cinquini, M.3    Cozzi, F.4    Giaroni, P.5
  • 22
    • 0031759777 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1998) Helv. Chim. Acta , vol.81 , pp. 2093
    • Hintermann, T.1    Seebach, D.2
  • 23
    • 0033452058 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (1999) Helv. Chim. Acta , vol.82 , pp. 2365
    • Brenner, M.1    Seebach, D.2
  • 24
    • 0035804967 scopus 로고    scopus 로고
    • D. Enders, V. Bhushan, Tetrahedron Lett. 1988, 29, 2437; K. Soai, A. Ookawa, T. Kaba, K. Ogawa, J. Am. Chem. Soc. 1987, 109, 7111; S. Wassmann, J. Wilken, J. Martens, Tetrahedron: Asymmetry 1999, 10, 4437; K. R. K. Prasad, N. N. Joshi, J. Org. Chem. 1997, 62, 3770; H. Brunner, C. Henrichs, Tetrahedron: Asymmetry 1995, 6, 653; M. Watanabe, M. Komota, M. Nishimura, S. Araki, Y. Butsugan, J. Chem. Soc. Perkin Trans. 1 1993, 2193; C. Bolm, K. Muñiz Fernández, A. Seger G. Raabe, Synlett 1997, 1051; P. I. Dosa, J. C. Ruble, G. C. Fu, J. Org. Chem. 1997, 62, 444; R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, P. Giaroni, J. Org. Chem. 1992, 57, 782; T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093; M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365; C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
    • (2001) J. Org. Chem. , vol.66 , pp. 3059
    • Gaul, C.1    Schärer, K.2    Seebach, D.3
  • 33
    • 37649026044 scopus 로고    scopus 로고
    • The diarylaminomethyl moiety is also present in several chiral 1,2-diamines, recently used as co-ligands in hydrogenation catalysts, cf: T. Ohkuma, M. Koizumi, H. Doucet, T. Pham, M. Kozawa, K. Murata, E. Katayama, T. Yokozawa, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1998, 120, 13529; R. Noyori, T. Ohkuma, Angew. Chem. 2001, 113, 40; Angew. Chem. Int. Ed. 2001, 40, 40.
    • (2001) Angew. Chem. , vol.113 , pp. 40
    • Noyori, R.1    Ohkuma, T.2
  • 34
    • 33745707470 scopus 로고    scopus 로고
    • The diarylaminomethyl moiety is also present in several chiral 1,2-diamines, recently used as co-ligands in hydrogenation catalysts, cf: T. Ohkuma, M. Koizumi, H. Doucet, T. Pham, M. Kozawa, K. Murata, E. Katayama, T. Yokozawa, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1998, 120, 13529; R. Noyori, T. Ohkuma, Angew. Chem. 2001, 113, 40; Angew. Chem. Int. Ed. 2001, 40, 40.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 40
  • 35
    • 0038468227 scopus 로고    scopus 로고
    • For a review on the application of β-amino alcohols and heterocyclic compounds derived therefrom in asymmetric syntheses, see: D. J. Ager, I. Prakash, D. R. Schaad, Chem. Rev. 1996, 96, 835.
    • (1996) Chem. Rev. , vol.96 , pp. 835
    • Ager, D.J.1    Prakash, I.2    Schaad, D.R.3
  • 39
    • 18844460949 scopus 로고
    • J. J. Ritter, P. P. Minieri, J. Am. Chem. Soc. 1948, 70, 4045; L. I. Krimen, D. J. Cota, Org. React. 1969, 17, 213; for a Ritter reaction mediated by triflic acid, see: C. H. Senanayake, R. D. Larsen, L. M. DiMichele, J. Liu, P. H. Toma, R. G. Ball, T. R. Verhoeven, P. J. Reider, Tetrahedron: Asymmetry 1996, 7, 1501.
    • (1948) J. Am. Chem. Soc. , vol.70 , pp. 4045
    • Ritter, J.J.1    Minieri, P.P.2
  • 40
    • 0030014624 scopus 로고    scopus 로고
    • J. J. Ritter, P. P. Minieri, J. Am. Chem. Soc. 1948, 70, 4045; L. I. Krimen, D. J. Cota, Org. React. 1969, 17, 213; for a Ritter reaction mediated by triflic acid, see: C. H. Senanayake, R. D. Larsen, L. M. DiMichele, J. Liu, P. H. Toma, R. G. Ball, T. R. Verhoeven, P. J. Reider, Tetrahedron: Asymmetry 1996, 7, 1501.
    • (1969) Org. React. , vol.17 , pp. 213
    • Krimen, L.I.1    Cota, D.J.2
  • 47
    • 0028871857 scopus 로고
    • The aldehydes 6a and 6c are commercially available. The compounds 6b and 6d were prepared according to the following references: 6b: M. Hayashi, H. Kaneda, N. Oguni, Tetrahedron: Asymmetry 1995, 6, 2511; 6d: J. F. Larrow, E. N. Jacobsen, J. Org. Chem. 1994, 59, 1939; for the syntheses of 6e and 6f, see: experimental section.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2511
    • Hayashi, M.1    Kaneda, H.2    Oguni, N.3
  • 48
    • 33750368763 scopus 로고
    • for the syntheses of 6e and 6f, see: experimental section
    • The aldehydes 6a and 6c are commercially available. The compounds 6b and 6d were prepared according to the following references: 6b: M. Hayashi, H. Kaneda, N. Oguni, Tetrahedron: Asymmetry 1995, 6, 2511; 6d: J. F. Larrow, E. N. Jacobsen, J. Org. Chem. 1994, 59, 1939; for the syntheses of 6e and 6f, see: experimental section.
    • (1994) J. Org. Chem. , vol.59 , pp. 1939
    • Larrow, J.F.1    Jacobsen, E.N.2
  • 49
    • 0003400107 scopus 로고
    • John Wiley and Sons, New York
    • For reviews on enantioselective additions of diethylzinc to aldehydes, see: a) R. Noyori, Asymmetric Catalysis in Organic Synthesis, John Wiley and Sons, New York 1994, pp. 255-297; b) K. Soai, S. Niwa, Chem. Rev. 1992, 92, 833; c) L. Pu, H. B. Yu, Chem. Rev. 2001, 101, 757.
    • (1994) Asymmetric Catalysis in Organic Synthesis , pp. 255-297
    • Noyori, R.1
  • 50
    • 4244117250 scopus 로고
    • For reviews on enantioselective additions of diethylzinc to aldehydes, see: a) R. Noyori, Asymmetric Catalysis in Organic Synthesis, John Wiley and Sons, New York 1994, pp. 255-297; b) K. Soai, S. Niwa, Chem. Rev. 1992, 92, 833; c) L. Pu, H. B. Yu, Chem. Rev. 2001, 101, 757.
    • (1992) Chem. Rev. , vol.92 , pp. 833
    • Soai, K.1    Niwa, S.2
  • 51
    • 0035263817 scopus 로고    scopus 로고
    • For reviews on enantioselective additions of diethylzinc to aldehydes, see: a) R. Noyori, Asymmetric Catalysis in Organic Synthesis, John Wiley and Sons, New York 1994, pp. 255-297; b) K. Soai, S. Niwa, Chem. Rev. 1992, 92, 833; c) L. Pu, H. B. Yu, Chem. Rev. 2001, 101, 757.
    • (2001) Chem. Rev. , vol.101 , pp. 757
    • Pu, L.1    Yu, H.B.2
  • 55
    • 2342463738 scopus 로고
    • S. N. Ananchenko, I. V. Torgov, Tetrahedron Lett. 1963, 1553; 1966, 3585.
    • (1966) Tetrahedron Lett. , pp. 3585
  • 58
    • 0014050757 scopus 로고
    • H. Kosmol, K. Kieslich, R. Vössing, H.-J. Koch, K. Petzoldt, H. Gibian, Liebigs Ann. Chem. 1967, 701, 199; C. Rufer, E. Schröder, H. Gibian, Liebigs Ann. Chem. 1967, 701, 206.
    • (1967) Liebigs Ann. Chem. , vol.701 , pp. 206
    • Rufer, C.1    Schröder, E.2    Gibian, H.3
  • 60
    • 0030573974 scopus 로고    scopus 로고
    • For recent syntheses of non-racemic Torgov diene 17, see: T. Sugahara, K. Ogasawara, Tetrahedron Lett. 1996, 37, 7403; K. Tanaka, H. Nakashima, T. Taniguchi, K. Ogasawara, Org. Lett. 2000, 2, 1915.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 7403
    • Sugahara, T.1    Ogasawara, K.2
  • 61
    • 0006114926 scopus 로고    scopus 로고
    • For recent syntheses of non-racemic Torgov diene 17, see: T. Sugahara, K. Ogasawara, Tetrahedron Lett. 1996, 37, 7403; K. Tanaka, H. Nakashima, T. Taniguchi, K. Ogasawara, Org. Lett. 2000, 2, 1915.
    • (2000) Org. Lett. , vol.2 , pp. 1915
    • Tanaka, K.1    Nakashima, H.2    Taniguchi, T.3    Ogasawara, K.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.