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Zirconium-Catalyzed Asymmetric Carboalumination of ?-Olefins

Arredondo, Juan Diego (2006) Zirconium-Catalyzed Asymmetric Carboalumination of ?-Olefins. Master's Thesis, University of Pittsburgh. (Unpublished)

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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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Details

Item Type: University of Pittsburgh ETD
Status: Unpublished
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Arredondo, Juan Diegojuanarre@hotmail.com
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairWipf, Peterpwipf@pitt.eduPWIPF
Committee MemberCurran, Dennis PCurrran@pitt.eduCURRRAN
Committee MemberNelson, Scott Gsgnelson@pitt.eduSGNELSON
Date: 29 June 2006
Date Type: Completion
Defense Date: 14 April 2006
Approval Date: 29 June 2006
Submission Date: 20 April 2006
Access Restriction: No restriction; Release the ETD for access worldwide immediately.
Institution: University of Pittsburgh
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Degree: MS - Master of Science
Thesis Type: Master's Thesis
Refereed: Yes
Uncontrolled Keywords: Carboalumination; Cationic Complexes; Zirconocenes; Alkenes; Non-metallocene
Other ID: http://etd.library.pitt.edu/ETD/available/etd-04202006-095206/, etd-04202006-095206
Date Deposited: 10 Nov 2011 19:39
Last Modified: 15 Nov 2016 13:41
URI: http://d-scholarship.pitt.edu/id/eprint/7349

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