Title page for ETD etd-03112005-165301


Type of Document Dissertation
Author Sherriff, Mohamed G
URN etd-03112005-165301
Title The Stereoselective Synthesis of the Butyrolactone-Bridged [8-5-5] Tricyclic Ring Systems of (+/-)-Asteriscanolide Via the Titanium-Mediated Hetero-Pauson-Khand Reaction
Degree Doctor of Philosophy (Ph.D.)
Department Chemistry
Advisory Committee
Advisor Name Title
Graca Vicente Committee Chair
David Spivak Committee Member
Robert Strongin Committee Member
William E. Crowe Committee Member
Vincent Wilson Dean's Representative
Keywords
  • Hetero-Pauson-Khand
  • titanium
  • ring
  • tricyclic
  • butyrolactone
  • synthesis
  • stereoselective
Date of Defense 2004-12-09
Availability unrestricted
Abstract
The stereoselective construction of the tricyclic ring system of asteriscanolide from cyclooctadiene has been achieved. The synthesis involves two main steps; the synthesis of the aldehyde precursor(5)and the titanium-mediated cabocyclization of 5 to make the three rings of 43 stereoselectively.
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