| LDR | | 00000nmm u2200205 4500 |
| 001 | | 000000331106 |
| 005 | | 20241108152843 |
| 008 | | 181129s2018 ||| | | | eng d |
| 020 | |
▼a 9780438173040 |
| 035 | |
▼a (MiAaPQ)AAI10837881 |
| 035 | |
▼a (MiAaPQ)ucla:17133 |
| 040 | |
▼a MiAaPQ
▼c MiAaPQ
▼d 248032 |
| 049 | 1 |
▼f DP |
| 082 | 0 |
▼a 547 |
| 100 | 1 |
▼a Allred, Tyler Keith. |
| 245 | 10 |
▼a Synthetic Studies on the Marineosins and Other Related Complex Prodiginines. |
| 260 | |
▼a [S.l.] :
▼b University of California, Los Angeles.,
▼c 2018 |
| 260 | 1 |
▼a Ann Arbor :
▼b ProQuest Dissertations & Theses,
▼c 2018 |
| 300 | |
▼a 526 p. |
| 500 | |
▼a Source: Dissertation Abstracts International, Volume: 79-12(E), Section: B. |
| 500 | |
▼a Adviser: Patrick G. Harran. |
| 502 | 1 |
▼a Thesis (Ph.D.)--University of California, Los Angeles, 2018. |
| 520 | |
▼a Chapter One provides an overview of complex prodiginine alkaloids: streptorubin, roseophilin, and the marineosins. This includes a brief discussion of the prototypical structural features of the prodiginine class of natural products, their isola |
| 520 | |
▼a We have developed a unique method of constructing the pyrrolophane core via a late stage phosphoryl-transfer mediated macroaldolization, which was utilized in the production of roseophilin. Chapter Two chronicles our efforts to adapt this approa |
| 520 | |
▼a Chapter Three discusses in detail our efforts to capitalize on the electron rich nature of the prodiginine core to engage a reactive functionality on the aliphatic chain and induce macrocyclization. Initial efforts were aimed at photoinduced ele |
| 520 | |
▼a Chapter Four details our efforts to utilize the reactivity discovered in model system studies, which culminated in the synthesis of marineosin A. The photoinduced rearrangement of pyridinophane N-oxides proved particularly powerful in the produc |
| 520 | |
▼a The readily apparent utility of the photoinduced rearrangement methodology caused us to revisit roseophilin. Chapter Five presents how the aforementioned rearrangement allows for facile access to the roseophilin pyrrolophane, which can be readil |
| 590 | |
▼a School code: 0031. |
| 650 | 4 |
▼a Organic chemistry. |
| 690 | |
▼a 0490 |
| 710 | 20 |
▼a University of California, Los Angeles.
▼b Chemistry 0153. |
| 773 | 0 |
▼t Dissertation Abstracts International
▼g 79-12B(E). |
| 773 | |
▼t Dissertation Abstract International |
| 790 | |
▼a 0031 |
| 791 | |
▼a Ph.D. |
| 792 | |
▼a 2018 |
| 793 | |
▼a English |
| 856 | 40 |
▼u http://www.riss.kr/pdu/ddodLink.do?id=T14999590
▼n KERIS |
| 980 | |
▼a 201812
▼f 2019 |
| 990 | |
▼a 관리자
▼b 관리자 |