Molecular design of a C2-symmetric chiral phase-transfer catalyst for practical asymmetric synthesis of α-amino acids [12]

Journal of the American Chemical Society

Volumn 121, Issue 27, 1999, Pages 6519-6520

  Ooi, Takashi ^a   Kameda, Minoru ^a   Maruoka, Keiji ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA AMINO ACID;

CATALYSIS; CATALYST; CHIRALITY; LETTER; REACTION ANALYSIS; SYNTHESIS;

EID: 0033554053     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja991062w     Document Type: Letter

References (26)

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10. Quite recently, Shioiri reported successful results for PTC-catalyzed asymmetric reactions, see: (a) Arai, S.; Shioiri, T. Tetrahedron Lett. 1998, 39, 2145. (b) Arai, S.; Hamaguchi, S.; Shioiri, T. ibid. 1998, 39, 2997. (c) Arai, S.; Tsuge, H.; Shioiri, T. ibid. 1998, 39, 7653. (d) Arai, S.; Shirai, Y.; Ishida, T.; Shioiri, T. Chem. Commun. 1999, 49.
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12. Quite recently, Shioiri reported successful results for PTC-catalyzed asymmetric reactions, see: (a) Arai, S.; Shioiri, T. Tetrahedron Lett. 1998, 39, 2145. (b) Arai, S.; Hamaguchi, S.; Shioiri, T. ibid. 1998, 39, 2997. (c) Arai, S.; Tsuge, H.; Shioiri, T. ibid. 1998, 39, 7653. (d) Arai, S.; Shirai, Y.; Ishida, T.; Shioiri, T. Chem. Commun. 1999, 49.
13. Quite recently, Shioiri reported successful results for PTC-catalyzed asymmetric reactions, see: (a) Arai, S.; Shioiri, T. Tetrahedron Lett. 1998, 39, 2145. (b) Arai, S.; Hamaguchi, S.; Shioiri, T. ibid. 1998, 39, 2997. (c) Arai, S.; Tsuge, H.; Shioiri, T. ibid. 1998, 39, 7653. (d) Arai, S.; Shirai, Y.; Ishida, T.; Shioiri, T. Chem. Commun. 1999, 49.
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16. See also: (a) O'Donnell, M. J.; Wu, S.; Huffman, J. C. Tetrahedron 1994, 50, 4507. (b) Lipkowitz, K. B.; Cavanaugh, M. W.; Baker, B.; O'Donnell, M. J. J. Org. Chem. 1991, 56, 5181. (c) O'Donnell, M. J.; Esikova, I. A.; Mi, A.; Shullenberger, D. F.; Wu, S. In Phase-Transfer Catalysis; Halpern, M. E., Ed.; ACS Symposium Series 659; American Chemical Society: Washington, DC, 1997; Chapter 10.
17. See also: (a) O'Donnell, M. J.; Wu, S.; Huffman, J. C. Tetrahedron 1994, 50, 4507. (b) Lipkowitz, K. B.; Cavanaugh, M. W.; Baker, B.; O'Donnell, M. J. J. Org. Chem. 1991, 56, 5181. (c) O'Donnell, M. J.; Esikova, I. A.; Mi, A.; Shullenberger, D. F.; Wu, S. In Phase-Transfer Catalysis; Halpern, M. E., Ed.; ACS Symposium Series 659; American Chemical Society: Washington, DC, 1997; Chapter 10.
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23. (c) Lygo, B. ibid. 1999, 40, 1389. For a recent impressive application to PTC-catalyzed asymmetric epoxidation, see: Lygo, B.; Wainwright, G. P. Tetrahedron Lett. 1998, 39, 1599.
24. (c) Lygo, B. ibid. 1999, 40, 1389. For a recent impressive application to PTC-catalyzed asymmetric epoxidation, see: Lygo, B.; Wainwright, G. P. Tetrahedron Lett. 1998, 39, 1599.
25. For the spectroscopic characterization of the catalysts, see Supporting Information.
26. 1 = 0.077.