A novel method for the synthesis of chiral sulfonated phosphines

Tetrahedron Letters

Volumn 38, Issue 5, 1997, Pages 807-808

  Trinkhaus, Stephan ^a   Holz, Jens ^a   Selke, Rüdiger ^a   Börner, Armin ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHINE DERIVATIVE; SULFONIC ACID DERIVATIVE;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; METHODOLOGY;

EID: 0031015574     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02407-0     Document Type: Article

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20. See e.g.: Brunner, H.; Sicheneder, A. Angew. Chem. 1988, 100, 730-731 ; Angew. Chem., Int. Ed. Engl. 1988, 27, 718. Ward, J.; Börner, A.; Kagan, H. B. Tetrahedron:Asymmetry 1992, 3, 849-852. Börner, A.; Holz, J.; Ward, J. Kagan, H. B. J. Org. Chem. 1993, 58, 6814-6817. Börner, A.; Ward, J.; Ruth, W.; Holz, J.; Kless, A.; Heller, D.; Kagan, H. B. Tetrahedron 1994, 50, 10419-10430. Enders, D.; Berg, T. Synlett 1996, 796-798.
21. See e.g.: Brunner, H.; Sicheneder, A. Angew. Chem. 1988, 100, 730-731 ; Angew. Chem., Int. Ed. Engl. 1988, 27, 718. Ward, J.; Börner, A.; Kagan, H. B. Tetrahedron:Asymmetry 1992, 3, 849-852. Börner, A.; Holz, J.; Ward, J. Kagan, H. B. J. Org. Chem. 1993, 58, 6814-6817. Börner, A.; Ward, J.; Ruth, W.; Holz, J.; Kless, A.; Heller, D.; Kagan, H. B. Tetrahedron 1994, 50, 10419-10430. Enders, D.; Berg, T. Synlett 1996, 796-798.
22. See e.g.: Brunner, H.; Sicheneder, A. Angew. Chem. 1988, 100, 730-731 ; Angew. Chem., Int. Ed. Engl. 1988, 27, 718. Ward, J.; Börner, A.; Kagan, H. B. Tetrahedron:Asymmetry 1992, 3, 849-852. Börner, A.; Holz, J.; Ward, J. Kagan, H. B. J. Org. Chem. 1993, 58, 6814-6817. Börner, A.; Ward, J.; Ruth, W.; Holz, J.; Kless, A.; Heller, D.; Kagan, H. B. Tetrahedron 1994, 50, 10419-10430. Enders, D.; Berg, T. Synlett 1996, 796-798.
23. See e.g.: Brunner, H.; Sicheneder, A. Angew. Chem. 1988, 100, 730-731 ; Angew. Chem., Int. Ed. Engl. 1988, 27, 718. Ward, J.; Börner, A.; Kagan, H. B. Tetrahedron:Asymmetry 1992, 3, 849-852. Börner, A.; Holz, J.; Ward, J. Kagan, H. B. J. Org. Chem. 1993, 58, 6814-6817. Börner, A.; Ward, J.; Ruth, W.; Holz, J.; Kless, A.; Heller, D.; Kagan, H. B. Tetrahedron 1994, 50, 10419-10430. Enders, D.; Berg, T. Synlett 1996, 796-798.
24. See e.g.: Brunner, H.; Sicheneder, A. Angew. Chem. 1988, 100, 730-731 ; Angew. Chem., Int. Ed. Engl. 1988, 27, 718. Ward, J.; Börner, A.; Kagan, H. B. Tetrahedron:Asymmetry 1992, 3, 849-852. Börner, A.; Holz, J.; Ward, J. Kagan, H. B. J. Org. Chem. 1993, 58, 6814-6817. Börner, A.; Ward, J.; Ruth, W.; Holz, J.; Kless, A.; Heller, D.; Kagan, H. B. Tetrahedron 1994, 50, 10419-10430. Enders, D.; Berg, T. Synlett 1996, 796-798.
25. Börner, A.; Kless, A.; Kempe, R.; Heller, D.; Holz, J.; Baumann, W. Chem. Ber. 1995, 128, 767-773.
26. Börner, A.; Ward, J.; Kortus, K.; Kagan, H. B. Tetrahedron:Asymmetry 1993, 4, 2219-2228.
27. Holz, J.; Börner, A.; Kless, A.; Borns, S.; Trinkhaus, S.; Selke, R.; Heller, D. Tetrahedron:Asymmetry 1995, 6, 1973-1988.
28. 3): 2a: δ -14.7, -23.8; 2b: δ-21.6; 2c: δ -23.0, -23.9; 2d: δ-20.3, -21.2.
29. 4-complexes based on: 2a: δ 18.4 (dd, J=145.8, 37.3 Hz), 21.5 (dd, J=144.2 Hz); 2b: δ 17.1 (dd, J=145.8 Hz); 2c: δ 12.4 (dd, J=144.2, 35.6 Hz), 13.9 (dd, J=142.6 Hz); 2d: δ12.7 (dd, J=145.8, 35.6 Hz), 13.9 (dd, J=144.2 Hz).