Asymmetric base-catalyzed diels-alder reaction of 3-hydroxy-2-pyrone with N-methylmaleimide

Chemistry Letters

Volumn , Issue 3, 1996, Pages 193-194

  Okamura, Hiroaki ^a   Nakamura, Yasuko ^a   Iwagawa, Tetsuo ^a   Nakatani, Munehiro ^a  

^a KAGOSHIMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0030528947     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1996.193     Document Type: Article

References (12)

1. For review of asymmetric catalyzed Diels-Alder reactions, see: R. Noyori, "Asymmetric Catalysts in Organic Synthesis," John Wiley & Sons, Inc. (1994), Chap. 4.
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3. M. Koerner and B. Rickborn, J. Org. Chem., 55, 2662 (1990).
4. O. Riant and H. B. Kagan, Tetrahedron Lett., 30, 7403 (1989);
5. O. Riant, H. B. Kagan, and L. Ricard, Tetrahedron, 50, 4543 (1994).
6. J. A. Profitt, T. Jones, and D. S. Watt, Synthetic Commun., 5, 457 (1975).
7. J. A. Gladysz, S. J. Lee, J. A. V. Tomasello, and Y. S. Yu, J. Org. Chem., 42, 4170 (1977);
8. V. Prapansiri and E. R. Thoronton, Tetrahedron Lett., 32, 3147 (1991);
9. Narasaka, S. Shimada, K. Osoda, and N. Iwasawa, Synthesis, 1991, 1171.
10. H. Okamura, T. Iwagawa, and M. Nakatani, Tetrahedron Lett., 36, 5939 (1995).
11. 3 solution of R-(+)-binaphthol, the signal corresponding to (+)-enantiomer of 3a appeared at 3.58 ppm and the signal of (-)-enantiomer was observed at 3.50 ppm.
12. 3