LDR | | 00000nam u2200205 4500 |
001 | | 000000434018 |
005 | | 20200226135346 |
008 | | 200131s2019 ||||||||||||||||| ||eng d |
020 | |
▼a 9781085695329 |
035 | |
▼a (MiAaPQ)AAI22584558 |
040 | |
▼a MiAaPQ
▼c MiAaPQ
▼d 247004 |
082 | 0 |
▼a 547 |
100 | 1 |
▼a Bawel, Seth. |
245 | 10 |
▼a Studies Toward the Total Synthesis of Daphnicyclidin A. |
260 | |
▼a [S.l.]:
▼b Indiana University.,
▼c 2019. |
260 | 1 |
▼a Ann Arbor:
▼b ProQuest Dissertations & Theses,
▼c 2019. |
300 | |
▼a 389 p. |
500 | |
▼a Source: Dissertations Abstracts International, Volume: 81-02, Section: B. |
500 | |
▼a Advisor: Williams, David R. |
502 | 1 |
▼a Thesis (Ph.D.)--Indiana University, 2019. |
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▼a This item must not be sold to any third party vendors. |
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▼a This item must not be added to any third party search indexes. |
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▼a 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. |
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▼a School code: 0093. |
650 | 4 |
▼a Organic chemistry. |
690 | |
▼a 0490 |
710 | 20 |
▼a Indiana University.
▼b Chemistry. |
773 | 0 |
▼t Dissertations Abstracts International
▼g 81-02B. |
773 | |
▼t Dissertation Abstract International |
790 | |
▼a 0093 |
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▼a Ph.D. |
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▼a 2019 |
793 | |
▼a English |
856 | 40 |
▼u http://www.riss.kr/pdu/ddodLink.do?id=T15492859
▼n KERIS
▼z 이 자료의 원문은 한국교육학술정보원에서 제공합니다. |
980 | |
▼a 202002
▼f 2020 |
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▼a ***1008102 |
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▼a E-BOOK |