Enantioselective Total Synthesis of (-)-Pavidolide B | |
Zhang, Peng-Peng ; Yan, Zhi-Ming ; Li, Yuan-He ; Gong, Jian-Xian ; Yang, Zhen | |
刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY |
2017 | |
关键词 | NICKEL-CATALYZED HOMOALLYLATION THIOL-ENE REACTIONS SUBSTITUTED VINYLCYCLOPROPANES ALKYLATION REACTIONS ALDEHYDES CYCLOPROPANATION CYCLOADDITIONS 1,3-DIENES ALKENES KETONES |
DOI | 10.1021/jacs.7b07388 |
英文摘要 | The enantioselective synthesis of (-)-pavidolide B (1) was achieved in a linear sequence of 10 steps. The key steps are (a) an enantioselective organocatalytic cyclopropanation; (b) a radical-based cascade annulation for the regio- and diastereo-selective synthesis of the highly functionalized lactone 3 bearing the characteristic tricyclic core and seven contiguous stereocenters; (c) a sequential ring-closing metathesis reaction and a RhCl3-catalyzed double bond isomerization to form the seven-membered D ring of (-)-pavidolide B.; National Science Foundation of China [21632002, 21572009, 21402002]; Guangdong Natural Science Foundation [2014A030312004, 2016A030306011]; Shenzhen Basic Research Program [JCYJ20150629144231017, JCYJ20160226105337556]; Qingdao National Laboratory for Marine Science and Technology [2015ASKJ02]; SCI(E); ARTICLE; 40; 13989-13992; 139 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/484716] |
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 | Zhang, Peng-Peng,Yan, Zhi-Ming,Li, Yuan-He,et al. Enantioselective Total Synthesis of (-)-Pavidolide B[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2017. |
APA | Zhang, Peng-Peng,Yan, Zhi-Ming,Li, Yuan-He,Gong, Jian-Xian,&Yang, Zhen.(2017).Enantioselective Total Synthesis of (-)-Pavidolide B.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. |
MLA | Zhang, Peng-Peng,et al."Enantioselective Total Synthesis of (-)-Pavidolide B".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017). |
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