Computational study of factors controlling the boat and chair transition states of ireland-claisen rearrangements

Gül Ş., Schoenebeck F., Aviyente V., Houk K.

Journal of Organic Chemistry, vol.75, no.6, pp.2115-2118, 2010 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 75 Issue: 6
  • Publication Date: 2010
  • Doi Number: 10.1021/jo100033d
  • Journal Name: Journal of Organic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2115-2118
  • Bezmialem Vakıf University Affiliated: No

Abstract

"Chemical Equation Presented" The origins of the boat transition state preference in the Ireland-Claisen rearrangements studied experimentally by Kishi and co-workers have been explored computationally with Density Functional Theory. Steric interactions in the chair transition states were identified as the principal reason for the boat transition state preference. © 2010 American Chemical Society.