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DOI | 10.1126/science.aav3421 |
Concise total syntheses of (-)-jorunnamycin A and (-)-jorumycin enabled by asymmetric catalysis | |
Welin, Eric R.1; Ngamnithipom, Aurapat1; Klatte, Max1; Lapointe, Guillaume1; Pototschnig, Gerit M.1; McDermott, Martina S. J.2; Conklin, Dylan2; Gilmore, Christopher D.1; Tadross, Pamela M.1; Haley, Christopher K.1; Negoro, Kenji1; Glibstrup, Emil1; Grunanger, Christian U.1; Allan, Kevin M.1; Virgil, Scott C.1; Slamon, Dennis J.2; Stoltz, Brian M.1 | |
2019-01-18 | |
发表期刊 | SCIENCE |
ISSN | 0036-8075 |
EISSN | 1095-9203 |
出版年 | 2019 |
卷号 | 363期号:6424页码:270-+ |
文章类型 | Article |
语种 | 英语 |
国家 | USA |
英文摘要 | The bis-tetrahydroisoquinoline (bis-THIQ) natural products have been studied intensively over the past four decades for their exceptionally potent anticancer activity, in addition to strong Gram-positive and Gram-negative antibiotic character. Synthetic strategies toward these complex polycyclic compounds have relied heavily on electrophilic aromatic chemistry, such as the Pictet-Spengler reaction, that mimics their biosynthetic pathways. Herein, we report an approach to two bis-THIQ natural products, jorunnamycin A and jorumycin, that instead harnesses the power of modern transition-metal catalysis for the three major bond-forming events and proceeds with high efficiency (15 and 16 steps, respectively). By breaking from biomimicry, this strategy allows for the preparation of a more diverse set of nonnatural analogs. |
领域 | 地球科学 ; 气候变化 ; 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000456140700034 |
WOS关键词 | HYDROGENATION ; IDENTIFICATION ; PHTHALASCIDIN ; ISOQUINOLINES ; QUINOLINES ; COMPLEXES ; JORUMYCIN ; COMPOUND ; PRODUCTS ; ANALOGS |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/200550 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | 1.CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA; 2.Univ Calif Los Angeles, Geffen Sch Med, Div Hematol Oncol, Dept Med, Los Angeles, CA 90095 USA |
推荐引用方式 GB/T 7714 | Welin, Eric R.,Ngamnithipom, Aurapat,Klatte, Max,et al. Concise total syntheses of (-)-jorunnamycin A and (-)-jorumycin enabled by asymmetric catalysis[J]. SCIENCE,2019,363(6424):270-+. |
APA | Welin, Eric R..,Ngamnithipom, Aurapat.,Klatte, Max.,Lapointe, Guillaume.,Pototschnig, Gerit M..,...&Stoltz, Brian M..(2019).Concise total syntheses of (-)-jorunnamycin A and (-)-jorumycin enabled by asymmetric catalysis.SCIENCE,363(6424),270-+. |
MLA | Welin, Eric R.,et al."Concise total syntheses of (-)-jorunnamycin A and (-)-jorumycin enabled by asymmetric catalysis".SCIENCE 363.6424(2019):270-+. |
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