Thesis advisor: James P. Morken / 1,1-Bis(boronic) esters have attracted significant attention these days due to their unique reactivity. In this thesis, I will show that readily available reagents can undergo deborylative alkylation to deliver synthetically useful primary, secondary and tertiary boronic esters. 1,1-Diboryl alkanes can also engage in base-promoted deborylative cyclization to afford diversified cyclopentane rings with boron motifs attached. This transformation is very appealing because of the prevalence of five-membered rings in natural products. Lastly, it will be showed that geminal bis(boronic) esters can act as an important cornerstone in constructing relatively complicated structures such as natural product Arenolide. / Thesis (PhD) — Boston College, 2018. / Submitted to: Boston College. Graduate School of Arts and Sciences. / Discipline: Chemistry.
| Identifer | oai:union.ndltd.org:BOSTON/oai:dlib.bc.edu:bc-ir_107926 |
| Date | January 2018 |
| Creators | Liu, Xun |
| Publisher | Boston College |
| Source Sets | Boston College |
| Language | English |
| Detected Language | English |
| Type | Text, thesis |
| Format | electronic, application/pdf |
| Rights | Copyright is held by the author, with all rights reserved, unless otherwise noted. |
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