Mechanistic Study of SmI2-Mediated Reformatsky Reaction for Macrolactam Formation Using a Cyclopropyl Group as a Probe | |
Yang, Shouliang ; Xi, Yumeng ; Chen, Jiahua ; Yang, Zhen | |
刊名 | ISRAEL JOURNAL OF CHEMISTRY |
2017 | |
关键词 | bromine carbon macrolactam formation mechanistic study SmI2-mediated Reformatsky reaction ORGANIC-SYNTHESIS TETRAPETALONE-A STREPTOMYCES SP SAMARIUM(II) IODIDE NATURAL-PRODUCTS DRUG DISCOVERY RING HYDROXYLATION LANTHANIDES REDUCTION |
DOI | 10.1002/ijch.201600104 |
英文摘要 | A mechanistic study using a cyclopropylmethyl radical clock as a probe to investigate the formation of a macrolactam ring via an SmI2-mediated intramolecular Reformatsky reaction is experimentally explored. The results of our study indicate that the key Sm-III-enolate intermediate is formed by cleavage of a C-Br bond in an anion-mediated -elimination, and then eventually undergoes an intramolecular aldol condensation to form the macrolactam ring.; National Science Foundation of China [21372016, 21572009, 21402002]; Guang-dong Natural Science Foundation [2014A030312004, 2016A030306011]; NSFC-Shandong Joint Fund for Marine Science Research Centers [U1406402]; SCI(E); ARTICLE; 3-4,SI; 331-334; 57 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/474269] |
专题 | 化学与分子工程学院 生命科学学院 |
推荐引用方式 GB/T 7714 | Yang, Shouliang,Xi, Yumeng,Chen, Jiahua,et al. Mechanistic Study of SmI2-Mediated Reformatsky Reaction for Macrolactam Formation Using a Cyclopropyl Group as a Probe[J]. ISRAEL JOURNAL OF CHEMISTRY,2017. |
APA | Yang, Shouliang,Xi, Yumeng,Chen, Jiahua,&Yang, Zhen.(2017).Mechanistic Study of SmI2-Mediated Reformatsky Reaction for Macrolactam Formation Using a Cyclopropyl Group as a Probe.ISRAEL JOURNAL OF CHEMISTRY. |
MLA | Yang, Shouliang,et al."Mechanistic Study of SmI2-Mediated Reformatsky Reaction for Macrolactam Formation Using a Cyclopropyl Group as a Probe".ISRAEL JOURNAL OF CHEMISTRY (2017). |
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