Total Syntheses of Naucleamides A-C and E, Geissoschizine, Geissoschizol, (E)-Isositsirikine, and 16-epi-(E)-Isositsirikine
文献类型：期刊论文
| 作者 | Li, Lei1; Aibibula, Paruke1; Jia, Qianlan1; Jia, Yanxing1,2 |
| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2017-05-19 |
| 卷号 | 19期号:10页码:2642-2645 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.7b00983 |
| 文献子类 | Article |
| 英文摘要 | A divergent approach for the enantioselective total synthesis of eight monoterpenoid indole alkaloids was developed. The approach allows the first total syntheses of naucleamides A-C and E in only 6-8 steps and also enables the efficient synthesis of geissoschizine, geissoschizol, (E)-isositsirikine, and 16-epi-(E)-isositsirikine in 10-11 steps from commercially available crotonic aldehyde. The synthesis features a one-pot organocatalyzed asymmetric Michael addition/Pictet-Spengler reaction. Notably, biomimetic synthesis of naucleamide E was achieved by oxidative cyclization of naucleamide A. |
| WOS关键词 | ENANTIOSELECTIVE TOTAL-SYNTHESIS ; H BOND FUNCTIONALIZATION ; NATURAL-PRODUCTS ; INDOLE ALKALOIDS ; (+/-)-GEISSOSCHIZINE ; STRATEGY ; DERIVATIVES ; (+)-GEISSOSCHIZINE ; OXIDATION ; ACTIVATION |
| 资助项目 | National Natural Science Foundation of China[21372017] ; National Natural Science Foundation of China[21402003] ; National Natural Science Foundation of China[21290183] ; National Natural Science Foundation of China[21572008] ; State Key Laboratory of Drug Research[00000000] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000402023500047 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/272657]  |
| 专题 | 新药研究国家重点实验室 中科院受体结构与功能重点实验室 |
| 通讯作者 | Jia, Yanxing |
| 作者单位 | 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, 38 Xueyuan Rd, Beijing 100191, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Lei,Aibibula, Paruke,Jia, Qianlan,et al. Total Syntheses of Naucleamides A-C and E, Geissoschizine, Geissoschizol, (E)-Isositsirikine, and 16-epi-(E)-Isositsirikine[J]. ORGANIC LETTERS,2017,19(10):2642-2645. |
| APA | Li, Lei,Aibibula, Paruke,Jia, Qianlan,&Jia, Yanxing.(2017).Total Syntheses of Naucleamides A-C and E, Geissoschizine, Geissoschizol, (E)-Isositsirikine, and 16-epi-(E)-Isositsirikine.ORGANIC LETTERS,19(10),2642-2645. |
| MLA | Li, Lei,et al."Total Syntheses of Naucleamides A-C and E, Geissoschizine, Geissoschizol, (E)-Isositsirikine, and 16-epi-(E)-Isositsirikine".ORGANIC LETTERS 19.10(2017):2642-2645. |
入库方式： OAI收割
来源：上海药物研究所
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