An enantioconvergent route to(-)-kainic acid

Tetrahedron Letters

Volumn 38, Issue 5, 1997, Pages 857-860

  Nakada, Yoshihisa ^a   Sugahara, Tsutomu ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

KAINIC ACID; KAINIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; REACTION ANALYSIS; STEREOCHEMISTRY;

BETULACEAE;

EID: 0031025516     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02467-7     Document Type: Article

References (18)

1. For pertinent reviews on the kainoid amino acid chemistry, see: (a) Hashimoto, K.; Shirahama, H. J. Syn. Org. Chem. Jpn. 1989, 47, 212-223.
2. (b) Hashimoto, K.; Shirahama, H. Trends Org. Chem. 1991, 2, 1-32.
3. Parsons, A. F. Tetrahedron 1996, 52, 4149-4174.
4. (a) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204-1206.
5. (b) Kawamura, M.; Ogasawara, K. Heterocycles 1997, 44, 129-132.
6. For a recent synthesis of optically pure KDP, see: Sugahara, T.; Kuroyanagi, Y.; Ogasawara, K. Synthesis 1996, 1101-1108.
7. For a pertinent review, see: Ogasawara, K. J. Syn. Org. Chem. Jpn. 1996, 54, 15-26.
8. 1H nmr (300 MHz), and mass] and analytical (combustion and/or high resolution mass spectrometric) data were obtained for all new compounds isolated.
9. Takano, S.; Sato, T.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1991, 462-464.
10. Lal, B.; Pramanik, B. N.; Manhas, M. S.; Bose, A. K. Tetrahedron Lett. 1977, 1977-1980.
11. Takano, S.; Kamikubo, T.; Moriya, M.; Ogasawara, K. Synthesis 1994, 601-604.
12. For a pertinent review, see: Oppolzer, W.; Snieckus, V. Angew. Chem. Int. Ed. Engl. 1978, 17, 476-486.
13. For a pertinent review, see: Dowle, M. D.; Davies, D. I. Chem. Soc. Rev. 1979, 171-197.
14. Shibuya, K. Synth. Commun. 1994, 24, 2923-2941.
15. Tsuda, T.; Fujii, T.; Kawasaki, K.; Saegusa, T. J. Chem. Soc., Chem. Commun. 1980, 1013-1014.
16. For a pertinent review, see: Takano, S.; Ogasawara, K. J. Syn. Org. Chem. Jpn. 1977, 35, 795-813.
17. Yamada, S.; Morizono, D.; Yamamoto, K. Tetrahedron Lett. 1992, 33, 4329-4332.
18. Nicolaou, K. C.; Webber, S. E. Synthesis 1986, 453-461.