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The Development of Stereoselective Photocycloadditions via Lewis and Bronsted Acid Catalysis
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| 자료유형 | 학위논문 |
|---|---|
| 서명/저자사항 | The Development of Stereoselective Photocycloadditions via Lewis and Bronsted Acid Catalysis. |
| 개인저자 | Sherbrook, Evan Michael. |
| 단체저자명 | The University of Wisconsin - Madison. Chemistry. |
| 발행사항 | [S.l.]: The University of Wisconsin - Madison., 2019. |
| 발행사항 | Ann Arbor: ProQuest Dissertations & Theses, 2019. |
| 형태사항 | 493 p. |
| 기본자료 저록 | Dissertations Abstracts International 81-04B. Dissertation Abstract International |
| ISBN | 9781687922595 |
| 학위논문주기 | Thesis (Ph.D.)--The University of Wisconsin - Madison, 2019. |
| 일반주기 |
Source: Dissertations Abstracts International, Volume: 81-04, Section: B.
Advisor: Yoon, Tehshik P. |
| 이용제한사항 | This item must not be sold to any third party vendors. |
| 요약 | Stereoselective cycloadditions are highly regarded transformations for their ability to introduce both molecular complexity and asymmetry in a single step. As photocatalysis has become an increasingly valuable tool in organic synthesis, there has been significant interest in the development of enantioselective photochemical cycloaddition reactions. Despite this, there are few general approaches to the control of absolute stereochemistry of photocycloadditions. This thesis describes the use of chiral catalysts, including Lewis and Bronsted acids, to enable highly enantioselective photocycloadditions. Chiral Lewis acids were employed in conjunction with a ruthenium photocatalyst to facilitate the photoreductive ring opening of cyclopropyl ketones in a reaction with alkenes to generate enantioenriched cyclopentanes. Following this, protic acids were explored as catalysts for enabling the triplet sensitization of imidazoyl enones in [2+2] photocycloadditions with several types of olefins. Lastly, investigations of BINOL-derived phosphoramidates as chiral Bronsted acid catalysts have allowed for the stereoselective synthesis of cyclobutanes, surprisingly without the need for transition metal photocatalysts. |
| 일반주제명 | Organic chemistry. Chemistry. |
| 언어 | 영어 |
| 바로가기 | 
: 이 자료의 원문은 한국교육학술정보원에서 제공합니다. |
