DOI QR코드

DOI QR Code

The Development of a New Synthetic Method for Cyclic Dehydroamino Acid Derivatives by the Intramolecular Cyclization Reaction via Imine Anion

이민 음이온에 의한 분자 내 고리화 반응을 이용한 고리형 디하이드로 아미노산 유도체의 합성에 관한 연구

  • Published : 2005.02.20

Abstract

Keywords

Imine Anion;Dehydroamino Acid;Intramolecular Cyclization

References

  1. Armstrong, R. W.; Moran, E. J. Am. Chem. Soc. 1992, 114, 371 https://doi.org/10.1021/ja00027a063
  2. Crich, D.; Davies, J. W. Tetrahedron, 1989, 45, 5641 https://doi.org/10.1016/S0040-4020(01)89507-7
  3. Carey, F. A.; Sunderberg, R. J. Advanced Organic Chemistry; Plenum Press: New York, U.S.A., 1990; 3rd Ed., Part B, p 30
  4. Santos, S.; Kemmer, T.; Trawitzsch, W. Liebig, Ann. Chem. 1981, 658
  5. Testa, B. ; Kyburz, E.; Fuhrer, W.; Giger, R. Perspectives in Medicinal Chemistry; VCH Publishers: New York, U.S.A., 1993; Chap. 4
  6. Elbein, A. D. Ann. Rev. Biochem. 1987, 56, 497 https://doi.org/10.1146/annurev.bi.56.070187.002433
  7. Truscheit, E.; Frommer, W.; Junge, B.; Muller, L. Angew. Chem. Int. Ed. Engl. 1981, 20, 744 https://doi.org/10.1002/anie.198107441
  8. Dimitriadis, G. D.; Tessari, P.; Go, V. L. W.; Gerich, J. E. Metabolism, 1985, 34, 261 https://doi.org/10.1016/0026-0495(85)90010-1
  9. Humphries, M. J.; Masumoto, K.; White, S. L.; Olden, K. Cancer Res. 1986, 46, 5215
  10. Walker, B. D.; Kowalski, M.; Goh, W. C.; Kozarsky, K.; Krieger, M.; Rosen, C.; Rohrscheinder, L.; Haseltine, W. A.; Sodroski, Proc. Nalt. Acad. Sci. U.S.A. 1987, 84, 8120
  11. Sunkara, P. S.; Taylor, D. L.; Kang, M. S.; Bowlin, T. L.; Liu, P. S.; Tyms, A. S.; Sjoerdsama, A. Lancet, 1989, i, 1206
  12. March, J. Advanced Organic Chemistry; John Wiley & Sons Inc: U.S.A., 1977; 2nd Ed. p 867
  13. Choi, J.; Nam Shin, J. E.; Chun, K. H. Bull. Korean Chem. Soc. 1999, 20, 1123 https://doi.org/10.1007/BF02706947
  14. Arbuzov, B. A. Pure Appl. Chem. 1964, 9, 307 https://doi.org/10.1351/pac196409020307
  15. Rulev, A.; Maddaluno, J. Eur. J. Org. Chem. 2001, 13, 2569
  16. Oohara, N.: Katagiri, K.; Imamoto, T. Tetrahedron Asymmetry, 2003, 14, 2171 https://doi.org/10.1016/S0957-4166(03)00439-7
  17. Stanfield, C.; Freeman, H.; Victor, J. Syn. Comm. 1988, 18, 531 https://doi.org/10.1080/00397918808060748
  18. Williams, R. W. Synthesis of Optically Active ${\alpha}$-Amino Acids; Pergamon Press: Oxford, U. K., 1989; 1st. Ed., Chap. 6
  19. Dennis, R. L.; Plent, W. J.; Skinner, C. G.; Sutherland, G. L.; Shire, W. J. Am. Chem. Soc. 1985, 77, 2362