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A study of solvent effects on the stereoselectivity of Diels-Alder reactions through molecular surface electrostatic potentials

Gholami, M. R ; Sharif University of Technology | 2003

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  1. Type of Document: Article
  2. DOI: 10.1016/S0040-4039(03)01777-5
  3. Publisher: Elsevier Ltd , 2003
  4. Abstract:
  5. Statistical models for the study of solvent effects on the endo/exo selectivity of Diels-Alder reactions using molecular surface electrostatic potentials was obtained. The models show that hydrogen bond interactions of solvent molecules favor the predominance of the endo isomer for the reaction of methyl acrylate, methyl methacrylate and methyl trans-crotonate with cyclopentadiene whereas the effect of solvophobicity seems to be negligible. © 2003 Published by Elsevier Ltd
  6. Keywords:
  7. Diels-Alder reaction ; Electrostatic potential ; Solvent effect ; Stereoselectivity
  8. Source: Tetrahedron Letters ; Volume 44, Issue 41 , 2003 , Pages 7681-7685 ; 00404039 (ISSN)
  9. URL: https://www.sciencedirect.com/science/article/abs/pii/S0040403903017775