Expanding Rh-Catalyed Nucleophile Additions to Electron-Deficient Dienes

• Author / Creator

  Cooze, Christopher Joseph Craig

• The metal-catalyzed addition of nucleophiles to electron-deficient alkenes represents
  one of the most useful tools for the construction of carbon-carbon and carbon-heteroatom
  bonds. Of the methods that have been developed, the Rh-catalyzed conjugate addition of aryl
  and alkenyl boronic acids to electron-deficient dienes is considered one of the most useful
  platforms for installing a stereocenter b to an electron-withdrawing group. While this area
  has seen a tremendous amount of development over the last 25 years, the Rh-catalyzed
  addition to structurally related electron-deficient dienes remains comparatively
  underdeveloped. This thesis describes the development of new methods for the
  stereoselective functionalization of electron-deficient dienes, initiated by nucleophilic
  addition to the d-position of the diene.

• Subjects / Keywords

  • Rhodium
  • aldehyde
  • conjugate addition

• Graduation date

  Fall 2022

• Type of Item

  Thesis

• Degree

  Doctor of Philosophy

• DOI

  https://doi.org/10.7939/r3-79h6-db98

• License

  This thesis is made available by the University of Alberta Library with permission of the copyright owner solely for non-commercial purposes. This thesis, or any portion thereof, may not otherwise be copied or reproduced without the written consent of the copyright owner, except to the extent permitted by Canadian copyright law.