Stereoselective Synthesis of $\beta$-Hydroxy-$\alpha$-Amino Acid : Synthesis of 4(R)-4-((E)-2-Butenyl)-4,N-Dimethyl-L-Threonine

$\beta$-Hydroxy-$\alpha$-Amino Acid의 입체선택적인 합성 : 4(R)-4-((E)-2-Butenyl)-4,N-Dimethyl-L-Threonine의 합성

  • Lee, Sang Gyeong (Department of Chemistry, Gyeongsang National University) ;
  • Kim, Young Kwen (Department of Chemistry, Gyeongsang National University) ;
  • Kim, Sung Kyu (Department of Chemistry, Gyeongsang National University) ;
  • Yoon, Yong Jin (Department of Chemistry, Gyeongsang National University) ;
  • Park, Ki Hun (Department of Chemistry, Gyeongsang National University)
  • 이상경 (경상대학교 자연과학대학 화학과) ;
  • 김영권 (경상대학교 자연과학대학 화학과) ;
  • 김성규 (경상대학교 자연과학대학 화학과) ;
  • 윤용진 (경상대학교 자연과학대학 화학과) ;
  • 박기훈 (경상대학교 자연과학대학 화학과)
  • Published : 19950200

Abstract

Keywords

References

  1. Helv. Chim. Acta v.66 Wenger, R. M.
  2. Tetrahedron Lett. v.28 Tung. R. D.;Rich, D. H.
  3. Tetrahedron Lett. v.28 Schmidt, U.;Siegel, W.
  4. Helv. Chim. Acta v.72 Togni, A.;Pastor, S. D.;Rihs, G.
  5. J. Am. Chem. Soc. v.94 Corey, E. J.;Snider, B. B.
  6. Justus Liebigs Ann. Chem. v.708 Schlosser, M.;Christmann, K. F.
  7. Carbohydr. Res. v.3 Evans, E.;Parrish, F. W.;Long, L. Jr.
  8. Methods Carbohydr. Chem. Ⅱ Schmidt, O. T.
  9. Adv. Carbohydr. Chem. v.20 Belder, A. B. D.
  10. R₁values of 5 and 6 were 0.4 and 0.5 in hexane/ethyl acetate=3 : 7 respectively
  11. J. Org. Chem. v.44 Marfat, A.;P. R. McGuirk, P. R.;Helquist, P.
  12. J. Am. Chem. v.102 Lipshutz, B. C.;Wilhelm, R. S.
  13. Tetrahedron Lett. v.29 Rao, A. V. R.;Dhark, T. G. M.;Chakraborty, T. K.;Gurjar, M. K.
  14. Tetrahedron Lett. Singh, P. P.;Gharia, M. M.;Dasgupta, F.;Srivastava, H. C.
  15. J. Am. Chem. Soc. v.108 Evans, D. A.;Weber, A. E.
  16. Heterocycles v.16 Gelas, J.;Horton, D.
  17. Synthesis Mitsunobu, O.
  18. Tetrahedron Lett. v.29 Sun, C. Q.;Rich, D. H.
  19. J. Med. Chem. v.33 Aebi, J. D.;Deyo, D. T.;Sun, C. Q.;guillaume, D.;Dunlap, B.;Rich, D. H.
  20. J. Am. Chem. Soc. v.95 Johnson, C. R.;Dutra, G. A.
  21. J. Org. Chem. v.55 Lubell, W. D.;Jamison, T. F.;Rapoport, H.
  22. Tetrahedron Lett. Ho, P. O.
  23. J. Org. Chem. v.52 Aebi, J. D.;Dhaon, M. K.;Rich, D. H.