A practical enantioselective total synthesis of (-)-(S)-stepholidine
文献类型：期刊论文
| 作者 | Gao, Suo; Cheng, Jian-Jun; Ling, Chen-Yu; Chu, Wen-Jing; Yang, Yu-She
|
| 刊名 | TETRAHEDRON LETTERS
 |
| 出版日期 | 2014-08-27 |
| 卷号 | 55期号:35页码:4856-4859 |
| 关键词 | (-)-(S)-Stepholidine Enantioselective total synthesis Bischler-Napieralski cyclization Br-Li exchange (S)-alpha-Methylbenzylamine |
| ISSN号 | 0040-4039 |
| DOI | 10.1016/j.tetlet.2014.05.034 |
| 文献子类 | Article |
| 英文摘要 | A convergent enantioselective total synthesis of (-)-(S)-stepholidine, a drug candidate for the treatment of schizophrenia and/or drug abuse, was described, which represented the first example of successful auxiliary-assisted Bischler-Napieralski cyclization of amide bearing bromine atom at 2-position of the C ring, followed by an introduction of the aryl methyl ester via Br-Li exchange. (-)-(S)-Stepholidine was synthesized in 6 steps, with 52% overall yield and >99% ee. The reported synthesis is practically free from chromatographic separation. (C) 2014 Elsevier Ltd. All rights reserved. |
| WOS关键词 | PICTET-SPENGLER CYCLIZATION ; ASYMMETRIC-SYNTHESIS ; L-STEPHOLIDINE ; RECEPTOR ANTAGONIST ; ADDITIONS ; DRUG ; SULFINIMINES ; ALKALOIDS ; AGONIST ; IMINES |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000340985800003 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/276935]  |
| 专题 | 药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Yang, Yu-She |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Gao, Suo,Cheng, Jian-Jun,Ling, Chen-Yu,et al. A practical enantioselective total synthesis of (-)-(S)-stepholidine[J]. TETRAHEDRON LETTERS,2014,55(35):4856-4859. |
| APA | Gao, Suo,Cheng, Jian-Jun,Ling, Chen-Yu,Chu, Wen-Jing,&Yang, Yu-She.(2014).A practical enantioselective total synthesis of (-)-(S)-stepholidine.TETRAHEDRON LETTERS,55(35),4856-4859. |
| MLA | Gao, Suo,et al."A practical enantioselective total synthesis of (-)-(S)-stepholidine".TETRAHEDRON LETTERS 55.35(2014):4856-4859. |
入库方式： OAI收割
来源：上海药物研究所
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