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Theoretical Study on the [3,3]-Sigmatropic Rearrangement of Allylic Esters by Comparative Molecular Field Analysis (CoMFA)

  • Yoo, Sung-Eun (Korea Research Institute of Chemical Technology) ;
  • Cha, OKJa (Korea Research Institute of Chemical Technology)
  • Published : 1994.10.20

Abstract

A comparative molecular field analysis (CoMFA) on the substituent effect of the palladium(Ⅱ) catalyzed [3,3]-sigmatropic rearrangement of allylic esters was studied to show a good correlation between the electrostatic property of substituents and the reaction rate. The CoMFA result suggests that the reaction rate will increase as the electron-donating ability of substituents increases.

Keywords

References

  1. J. Comput. Chem. Yoo, S. -E.;Cha, O. J.
  2. J. Am. Chem. Soc. v.110 Cramer III, R. D.;Patterson, D. E.;Bunce, J. D.
  3. Quant. Struct. Act. Relat. v.7 Cramer III, R. D.;Bunce, J. D.;Patterson, D. E.
  4. J. Med. Chem. v.30 Hellberg, S.;Sjostrom, M.;Skagerberg, B.;Wold, S.
  5. J. Am. Chem. Soc. v.107 Stewart, J. J. P.
  6. MOPAC version 6(QCPE No. 455) Stewart, J. J. P.
  7. J. Med. Chem. v.36 Horwitz, J. P.;Massova, I.;Wiese, T. E.;Wozniak, A. J.;Corbett, T. H.;Sebolt-Leopold, J. S.;Capps, D. B.;Leopold, W. R.;Klebe, G.;Abaraham, U.
  8. J. Med. Chem. v.35 Waller, C. L.;McKinney, J. D.;McFarland, J. W.
  9. 1699 S. Hanley Road, Suite 303 Tropos Associates
  10. Med. Chem. Res. v.1 Kim, K. H.
  11. Bull. Korean Chem. Soc. v.15 Chi, K.-W.;Koo, E. -C.
  12. J. Med. Chem. v.34 Kim, K. H.;Martin, Y. C.
  13. J. Org. Chem. v.56 Kim, K. H.;Martin, Y. C.