Enantioselective catalytic Diels-Alder reaction of ethyl 2-benzoylacrylate with chiral bis(oxazoline)- or mono(oxazoline)-magnesium complex

Chemical Communications

Volumn , Issue 15, 1997, Pages 1411-1412

  Honda, Yuko ^a   Date, Tadamasa ^b   Hiramatsu, Hajime ^b   Yamauchi, Masashige ^a  

^a JOSAI UNIVERSITY   (Japan)

^b MITSUBISHI TANABE PHARMA CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003126126     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a702920i     Document Type: Article

References (22)

1. R. Noyori, Asymmetric Catalysis in Organic Synthesis, Wiley, New York, 1994; K. Ishihara and H. Yamamoto, in Advances in Catalytic Processes, ed. M. P. Doyle, JAI Press, London, 1995.
2. R. Noyori, Asymmetric Catalysis in Organic Synthesis, Wiley, New York, 1994; K. Ishihara and H. Yamamoto, in Advances in Catalytic Processes, ed. M. P. Doyle, JAI Press, London, 1995.
3. (a) E. J. Corey, N. Imai and H.-Y. Zhang, J. Am. Chem. Soc., 1991, 113, 728;
4. (b) E. J. Corey and K. Ishihara, Tetrahedron Lett., 1992, 33, 6807;
5. (c) D. A. Evans, S. J. Miller and T. Lectka, J. Am. Chem. Soc., 1993, 115, 6460;
6. (d) D. A. Evans and D. M. Barnes, Tetrahedron Lett., 1997, 38, 57;
7. (e) PS. Kobayashi and H. Ishitani, J. Am. Chem. Soc., 1994, 116, 4083;
8. (f) K. V. Gothelf and K. A. Jørgensen, J. Org. Chem., 1995, 60, 6847;
9. (g) C. Haase, C. Sarko and M. DiMare, J. Org. Chem., 1995, 60, 1777;
10. (h) K. Narasaka, N. Iwasawa, M. Inoue, T. Yamada, M. Nakashima and J. Suginori, J. Am. Chem. Soc., 1989, 111, 5340;
11. (i) D. Seebach, R. Dahinden, R. E. Mart, A. K. Beck, D. A. Plattner, and N. M. Kühnle, J. Org. Chem., 1995, 60, 1788.
12. P. Matt and A. Pfaltz, Angew. Chem., Int. Ed. Engl., 1993, 32, 566; P. Matt, O. Loiseleur, G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1994, 5, 573; G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1996, 7, 2213; H. Rieck and G. Heimchen, Angew. Chem., Int. Ed. Engl., 1995, 34, 2687.
13. P. Matt and A. Pfaltz, Angew. Chem., Int. Ed. Engl., 1993, 32, 566; P. Matt, O. Loiseleur, G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1994, 5, 573; G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1996, 7, 2213; H. Rieck and G. Heimchen, Angew. Chem., Int. Ed. Engl., 1995, 34, 2687.
14. P. Matt and A. Pfaltz, Angew. Chem., Int. Ed. Engl., 1993, 32, 566; P. Matt, O. Loiseleur, G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1994, 5, 573; G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1996, 7, 2213; H. Rieck and G. Heimchen, Angew. Chem., Int. Ed. Engl., 1995, 34, 2687.
15. P. Matt and A. Pfaltz, Angew. Chem., Int. Ed. Engl., 1993, 32, 566; P. Matt, O. Loiseleur, G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1994, 5, 573; G. Koch and A. Pfaltz, Tetrahedron: Asymmetry, 1996, 7, 2213; H. Rieck and G. Heimchen, Angew. Chem., Int. Ed. Engl., 1995, 34, 2687.
16. M. Yamauchi, Y. Honda, N. Matsuki, T. Watanabe, T. Date and H. Hiramatsu, J. Org. Chem., 1996, 61, 2719.
17. M. Yamauchi, S. Katayama and T. Watanabe, Synthesis, 1982, 935.
18. W.-L. Tsai, K. Hermann, E. Hug, B. Rohde and A. S. Dreiding, Helv. Chim. Acta, 1985, 68, 2238; P. Diter, S. Tandien, O. Samuel and H. B. Kagan, J. Org. Chem., 1994, 59, 370.
19. W.-L. Tsai, K. Hermann, E. Hug, B. Rohde and A. S. Dreiding, Helv. Chim. Acta, 1985, 68, 2238; P. Diter, S. Tandien, O. Samuel and H. B. Kagan, J. Org. Chem., 1994, 59, 370.
20. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467.
21. G. M. Sheldrick, SHELXL-93, University of Göttingen, Germany, 1993.
22. H. D. Flack, Acta Crystallogr., Sect. A, 1983, 39, 676.