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Studies Toward the Total Synthesis of Daphnicyclidin A
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| 자료유형 | 학위논문 |
|---|---|
| 서명/저자사항 | Studies Toward the Total Synthesis of Daphnicyclidin A. |
| 개인저자 | Bawel, Seth. |
| 단체저자명 | Indiana University. Chemistry. |
| 발행사항 | [S.l.]: Indiana University., 2019. |
| 발행사항 | Ann Arbor: ProQuest Dissertations & Theses, 2019. |
| 형태사항 | 389 p. |
| 기본자료 저록 | Dissertations Abstracts International 81-02B. Dissertation Abstract International |
| ISBN | 9781085695329 |
| 학위논문주기 | Thesis (Ph.D.)--Indiana University, 2019. |
| 일반주기 |
Source: Dissertations Abstracts International, Volume: 81-02, Section: B.
Advisor: Williams, David R. |
| 이용제한사항 | This item must not be sold to any third party vendors.This item must not be added to any third party search indexes. |
| 요약 | An enantioselective route to the ABC tricyclic core of daphnicyclidin A has been developed. The route is amenable for the gram scale preparation of the tricycle. Key steps in this route include an Ireland - Claisen rearrangement to set the C-5 and C-6 stereocenters, a highly stereoselective conjugate addition to set the C-2 stereocenter, an intramolecular reductive amination to close the C-ring, and a stereoselective reduction of an exocyclic olefin to set the C-18 stereocenter. This work has inspired the development of a general Stille cross-coupling method to generate reactive bis-enone molecules. Studies of these bis-enones have led to the synthesis of novel bicyclic lactone, 2H-pyran and carbazole substrates. |
| 일반주제명 | Organic chemistry. |
| 언어 | 영어 |
| 바로가기 | 
: 이 자료의 원문은 한국교육학술정보원에서 제공합니다. |
