Thesis advisor: James P. Morken / Described herein are three distinct projects centered on the formation and use of carbon-boron bonds. In the first, the enantioselective platinum-catalyzed 1,4-diboration of trans-1,3-dienes is advanced in both selectivity and scope through the development of a novel class of electron rich chiral monodentate phosphines. Under the action of the new ligands, highly selective diboration is maintained at reduced loadings of catalyst. Secondly, enantioenriched 1,2-bis(pinacol boronates) are engaged in regioselective Suzuki-Miyaura cross-coupling with aryl and vinyl electrophiles. A tandem diboration cross-coupling sequence is successfully implemented to afford homobenzylic and homoallylic pinacol boronates directly from terminal olefins, which subsequently undergo oxidation, amination or homologation of the remaining carbon-boron bond to arrive at a range of enantioenriched products. Lastly, aryl electrophiles containing tethered allylboronate units undergo efficient intramolecular coupling in the presence of a chiral palladium catalyst to give enantioenriched carbocyclic products. / Thesis (PhD) — Boston College, 2014. / Submitted to: Boston College. Graduate School of Arts and Sciences. / Discipline: Chemistry.

京都大学 / 0048 / 新制・課程博士 / 博士(工学) / 甲第21115号 / 工博第4479号 / 新制||工||1696(附属図書館) / 京都大学大学院工学研究科物質エネルギー化学専攻 / (主査)教授 辻 康之, 教授 近藤 輝幸, 教授 中村 正治 / 学位規則第4条第1項該当 / Doctor of Philosophy (Engineering) / Kyoto University / DGAM