Bioinspired Asymmetric Synthesis of Hispidanin A
文献类型：期刊论文
| 作者 | Gong, Jianxian1; Li, Fuzhuo1; Tu, Qian1; Chen, Sijia1; Zhu, Lei2; Lan, Yu2; Yang, Zhen1,3,4,5 |
| 刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
 |
| 出版日期 | 2017-05-15 |
| 卷号 | 56期号:21页码:5844-5848 |
| 关键词 | asymmetric synthesis biosynthesis Diels-Alder reaction hispidanin A natural products |
| 英文摘要 | The first enantiospecific synthesis of hispidanin A (4), a dimeric diterpenoid from the rhizomes of Isodon hispida, was achieved with a longest linear sequence of 12 steps in 6.5% overall yield. A key component is the use of the abundant and naturally occurring diterpenoids (+)-sclareolide and (+)-sclareol as starting materials, which enables the gram-scale preparation of the key intermediates totarane (1) and s-trans-12E,14-labdadien-20,8 beta-olide (2). Subsequently a thermal or an erbium-catalyzed intermolecular Diels-Alder reaction of totarane (1) with labdadienolide (2) provide convergent and rapid access to the natural product hispidanin-A (4). The synthetic studies have offered significant impetus for the efficient construction of these architecturally complex natural products. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 类目[WOS] | Chemistry, Multidisciplinary |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | DIELS-ALDER REACTIONS ; ENANTIOSPECIFIC SYNTHESIS ; BIOMIMETIC SYNTHESES ; CHEMICAL-REACTIVITY ; ISODON-HISPIDA ; DITERPENOIDS ; CHEMISTRY ; RHIZOMES ; DENSITY ; THERMOCHEMISTRY |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000400755800034 |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/151991]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | 1.Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China 2.Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China 3.Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China 4.Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China 5.Ocean Univ China, Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod Qingdao, 5 Yushan Rd, Qingdao 266003, Peoples R China |
| 推荐引用方式 GB/T 7714 | Gong, Jianxian,Li, Fuzhuo,Tu, Qian,et al. Bioinspired Asymmetric Synthesis of Hispidanin A[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2017,56(21):5844-5848. |
| APA | Gong, Jianxian.,Li, Fuzhuo.,Tu, Qian.,Chen, Sijia.,Zhu, Lei.,...&Yang, Zhen.(2017).Bioinspired Asymmetric Synthesis of Hispidanin A.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,56(21),5844-5848. |
| MLA | Gong, Jianxian,et al."Bioinspired Asymmetric Synthesis of Hispidanin A".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 56.21(2017):5844-5848. |
入库方式： OAI收割
来源：大连化学物理研究所
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