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You searched for +publisher:"University of Texas – Austin" +contributor:("Beilawski, Christopher W"). One record found.

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1. Jewett, Ivan Tucker. Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules.

Degree: PhD, Chemistry, 2010, University of Texas – Austin

In the interests of synthetic efficiency several cascade reactions involving iminium ion intermediates have developed to allow for the rapid assembly of complex molecules from relatively simple starting materials. A cascade methodology for the rapid, diastereoselective synthesis of quinolizidine ring systems has been expanded to encompass a greater range of substrates. The utility of this extension was demonstrated in the efficient syntheses of the tricyclic core structures found in halichlorine and the cylindricine family of alkaloids. Additionally a second cascade sequence has been developed that progresses through an S[subscript N]1 followed by nucleophilic attack on an N-acyl iminium ion to deliver the products of a formal [4+3] cycloaddition. This methodology has been successfully employed to synthesize a [3.3.2] bridgehead system that serves as a key intermediate in a proposed synthesis of (±)-actinophyllic acid. Synthesis of this compound represent progress in the ongoing effort to synthesize this natural product. Advisors/Committee Members: Martin, Stephen F. (advisor), Iverson, Brent L (committee member), Beilawski, Christopher W (committee member), Cowley, Alan H (committee member), Kerwin, Sean M (committee member).

Subjects/Keywords: Iminium ion; Cascade reactions; Quinolizidine; Alkaloid; Actinophyllic acid

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Jewett, I. T. (2010). Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules. (Doctoral Dissertation). University of Texas – Austin. Retrieved from http://hdl.handle.net/2152/30932

Chicago Manual of Style (16th Edition):

Jewett, Ivan Tucker. “Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules.” 2010. Doctoral Dissertation, University of Texas – Austin. Accessed October 16, 2019. http://hdl.handle.net/2152/30932.

MLA Handbook (7th Edition):

Jewett, Ivan Tucker. “Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules.” 2010. Web. 16 Oct 2019.

Vancouver:

Jewett IT. Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules. [Internet] [Doctoral dissertation]. University of Texas – Austin; 2010. [cited 2019 Oct 16]. Available from: http://hdl.handle.net/2152/30932.

Council of Science Editors:

Jewett IT. Development of iminium ion cascade methodologies and their application to the synthesis of complex molecules. [Doctoral Dissertation]. University of Texas – Austin; 2010. Available from: http://hdl.handle.net/2152/30932

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