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Trapping of the Dichlorocarbonyl Oxide Using a Chiral (Salen)Mn(III) Complex

  • 발행 : 1997.08.20

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참고문헌

  1. Angew. Chem. Int. Ed. Engl. v.14 Criege, R.
  2. Angew. Chem. Int. Ed. Engl. v.29 For a review Sander;Wolfram
  3. J. Am. Chem. Soc. v.118 Sander, W.;Kirschfeld, A.;Kappert, W.;Muthusamy, S.;Kiselewsky, M.
  4. J. Am. Chem. Soc. v.118 Anglanda, J. M.;Brofill, J. M.;Olivella, S.;Sole, A.
  5. J. Am. Chem. Soc. v.114 Bunnelle, W. H.;Lee, S. J.
  6. J. Am. Chem. Soc. v.88 Hamilton, G. A.;Gaiacin, J. R.
  7. J. Am. Chem. Soc. v.108 Nakamura, N.;Nojima, M.;Kusabayashi, S.
  8. J. Am. Chem. Soc. v.106 Kumar, S.;Murray, R. W.
  9. Chem. J. v.2 Adam, W.;Golsch, D.;Gorth, F. C.
  10. J. Am. Chem. Soc. v.110 Groves, J. T.;Stern, M. K.
  11. J. Org. Chem. v.57 Although dichlorocarbonyl oxide has not been directoy observed yet, its preparation through ozonolysis of tetrachloroethylene was reported. see Turner, W. V.;Gab, S.
  12. J. Am. Chem. Soc. v.112 Zhang, W.;Leobach, J. L.;Wilson, R. S.;Jacobsen, E. N.
  13. J. Am. Chem. Soc. v.113 Jacobsen, E. N.;Zhang, W.;Muci, A. R.;Ecker, J. R.
  14. J. Org. Chem. v.56 For NaOCE, Zhang, W.;Jacobsen, E. N.
  15. Tetrahedron Lett. v.35 For H₂O₂ Pietikainen, P.
  16. Tetrahedron Lett. v.36 For NaIO₄ Pietikainen, P.
  17. Chem. Lett. v.35 For O₂/Me₃CH=O Yamada, T.;Imagawa, K.;Nagata, T.;Mukaiyma, T.
  18. Tetrahedron Asymmetry v.7 For Dimethyldioxirane Adam, W.;Jeko, J.;Levai, A.;Majer, Z.;Nemes, C.;Patony, T.;Parkany, L.;Sebok, P.
  19. J. Org. Chem. v.56 Fu, H.;Look, G.;Zhang, W.;Jacobsen, E. N.;Wong, C-H.
  20. J. Am. Chem. Soc. v.117 Norrby, P-O.;Linde, C.;Akermark, B.
  21. Chem. Eur. J. v.2 Pospisil, P. J.;Carsten, D. H.;Jecobsen, E. N.
  22. Tetrahedron Lett. Makosza, M.;Wawrzyniewicz, M.
  23. J. Am. Chem. Soc. v.110 Battioni, P.;Renaud, J. P.;Bartoli, J. F.;Reina-Artikes, M.;Forte, M.;Mansuy, D.
  24. J. Am. Chem. Soc. v.118 The enantiomeric excess of the compound 4 was determined ot be zero. which implies that the catalyst 2 was not involved in cyclopropanation process. For the reference of the related metalloporphyrin -mediated cyclopropanation reaction Ziegler, C. J.;Suslick, K. S.
  25. J. Org. Chem. v.43 We could not exclude the possibility of dichlorodioxirane, the cyclic isomer of 1a, inbolving as the active oxidant. However, the isomerization of carbonyl oxide to the corresponding dioxirane was reporeted to have relatibely high activation energy barrier. For the refernce, Hull, L. A.
  26. Science (Washinton D. C.) v.185 Jernia, D. M.;Daly, J. W.