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Carbohydrate-catalyzed Enantioselective Alkene Diboration and Its Synthetic Application
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| 자료유형 | 학위논문 |
|---|---|
| 서명/저자사항 | Carbohydrate-catalyzed Enantioselective Alkene Diboration and Its Synthetic Application. |
| 개인저자 | Yan, Lu . |
| 단체저자명 | Boston College. GSAS - Chemistry. |
| 발행사항 | [S.l.]: Boston College., 2019. |
| 발행사항 | Ann Arbor: ProQuest Dissertations & Theses, 2019. |
| 형태사항 | 567 p. |
| 기본자료 저록 | Dissertations Abstracts International 81-06B. Dissertation Abstract International |
| ISBN | 9781392484241 |
| 학위논문주기 | Thesis (Ph.D.)--Boston College, 2019. |
| 일반주기 |
Source: Dissertations Abstracts International, Volume: 81-06, Section: B.
Advisor: Snapper, Marc L. |
| 이용제한사항 | This item must not be sold to any third party vendors. |
| 요약 | Abstract: This dissertation will present four main projects that I have been working on since January 2015. The first two chapters will be focusing on the developments of the carbohydrate-catalyzed enantioselective alkene diboraiton. The exchange catalysis between carbohydrate-derived diol catalyst and diboron starting material renders the alkene diboration reaction possible without the aid from transition metals. This successfully brought down the cost for the enantioselective alkene diboration, making it an appealing tool for alkene transformation. Detailed mechanistic study that leads to the reaction efficiency improvements were discussed in chapter 2. The third chapter of this dissertation is about the developments of site-selective oxidation of 1,2-bis(boronate). This is a new type of a reaction motif that the alkene diboration product can undergo. The secondary boronic ester of the 1,2-bis(boronate) was selectively oxidized to hydroxyl group while leaving the primary boronic ester untouched. This new reaction opens up a variety of opportunities to transform 1,2-bis(boronate) into different functional groups. Lastly, in the fourth chapter, recent synthetic methods developed in the Morken group was used in the total synthesis study of complex natural product Amphidinolide C. As it is disclosed, the carbohydrate-catalyzed enantioselective alkene diboration proved to be a powerful transformation either in early stage starting material preparation or in late stage complex structure motif functionalization. |
| 일반주제명 | Chemistry. |
| 언어 | 영어 |
| 바로가기 | 
: 이 자료의 원문은 한국교육학술정보원에서 제공합니다. |
