Type of Document Master's Thesis Author Arredondo, Juan Diego Author's Email Address juanarre@hotmail.com URN etd-04202006-095206 Title Zirconium-Catalyzed Asymmetric Carboalumination of ?-Olefins Degree Master of Science Program Chemistry School School of Arts and Sciences Advisory Committee
Advisor Name Title Peter Wipf Committee Chair Dennis P. Curran Committee Member Scott G. Nelson Committee Member Keywords
- Carboalumination
- Zirconocenes
- Cationic Complexes
- Alkenes
- Non-metallocene
Date of Defense 2006-04-14 Availability unrestricted Abstract Coordinatively unsaturated alkylzirconocene derivatives can undergo stereo-, and regioselective carbometallation reactions. The Zr-catalyzed carboalumination of alkynes has been widely explored and developed into a general reaction of high synthetic utility, and it has been applied to the synthesis of numerous complex natural products. Highly promising is the Zr-catalyzed asymmetric carboalumination of alkenes developed by Negishi and Kondakov. The reaction suffers from a few critical deficiencies, mainly the modest level of asymmetric induction, especially the 70-80% ee range obtained in most of the reactions. Further improvements in % ee will depend on the development of effective zirconocene catalysts.
As part of our program to enhance the scope of organozirconium chemistry in organic synthesis, we focused on examining homogeneous zirconocenes and other zirconium-containing non-metallocenes for the catalytic asymmetric carbometalation of ?-olefins.
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