Enantioselective Biomimetic Total Syntheses of Kuwanons I and J and Brosimones A and B | |
Han, Jianguang ; Li, Xia ; Guan, Yong ; Zhao, Wenjun ; Wulff, William D. ; Lei, Xiaoguang | |
刊名 | angewandte chemie international edition
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2014 | |
关键词 | boron cyclization natural products synthetic methods total synthesis CULTIVATED MULBERRY TREE MORUS-ALBA L VISIBLE-LIGHT PHOTOCATALYSIS DIELS-ALDER REACTIONS NANOPARTICLE CATALYSIS MORACEOUS PLANTS ROOT BARK BIOSYNTHESIS CONSTITUENTS ADDUCT |
DOI | 10.1002/anie.201404499 |
英文摘要 | The first enantioselective total syntheses of prenylflavonoid Diels Alder natural products (-)-kuwanon (-)-kuwanon J, (-)-brosimone A, and (-)-brosimone B have been accomplished from a common intermediate based on a concise synthetic strategy. Key elements of the synthesis include a biosynthesis-inspired asymmetric Diels Alder cyclo-addition mediated by a chiral ligand/boron Lewis acid, as well as a process involving regioselective Schenck ene reaction, reduction, and dehydration to realize a biomimetic dehydrogenation for generation of the required diene precursor. Furthermore, a remarkable tandem interlintramolecular asymmetric Diels Alder cycloaddition process was applied for the synthesis of (-)-brosimone A.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000342676100023&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Multidisciplinary; SCI(E); EI; 8; ARTICLE; wullf@chemistry.msu.edu; xglei@pku.edu.cn; 35; 9257-9261; 53 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/209857] ![]() |
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 | Han, Jianguang,Li, Xia,Guan, Yong,et al. Enantioselective Biomimetic Total Syntheses of Kuwanons I and J and Brosimones A and B[J]. angewandte chemie international edition,2014. |
APA | Han, Jianguang,Li, Xia,Guan, Yong,Zhao, Wenjun,Wulff, William D.,&Lei, Xiaoguang.(2014).Enantioselective Biomimetic Total Syntheses of Kuwanons I and J and Brosimones A and B.angewandte chemie international edition. |
MLA | Han, Jianguang,et al."Enantioselective Biomimetic Total Syntheses of Kuwanons I and J and Brosimones A and B".angewandte chemie international edition (2014). |
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