MARC보기
LDR00000nam u2200205 4500
001000000434018
00520200226135346
008200131s2019 ||||||||||||||||| ||eng d
020 ▼a 9781085695329
035 ▼a (MiAaPQ)AAI22584558
040 ▼a MiAaPQ ▼c MiAaPQ ▼d 247004
0820 ▼a 547
1001 ▼a Bawel, Seth.
24510 ▼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.
5021 ▼a Thesis (Ph.D.)--Indiana University, 2019.
506 ▼a This item must not be sold to any third party vendors.
506 ▼a This item must not be added to any third party search indexes.
520 ▼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.
590 ▼a School code: 0093.
650 4 ▼a Organic chemistry.
690 ▼a 0490
71020 ▼a Indiana University. ▼b Chemistry.
7730 ▼t Dissertations Abstracts International ▼g 81-02B.
773 ▼t Dissertation Abstract International
790 ▼a 0093
791 ▼a Ph.D.
792 ▼a 2019
793 ▼a English
85640 ▼u http://www.riss.kr/pdu/ddodLink.do?id=T15492859 ▼n KERIS ▼z 이 자료의 원문은 한국교육학술정보원에서 제공합니다.
980 ▼a 202002 ▼f 2020
990 ▼a ***1008102
991 ▼a E-BOOK