Gold-catalyzed endo-selective Ring-opening of Epoxides and its Application in Construction of Poly-ethers
文献类型:期刊论文
作者 | Wu, Kehuan2; Kang, Kaiwen2,3; Liu, Dan1; Zhang, Chiyue1; Wang, Xinyu1; Zhang, Miaocheng2,3; Li, Qi1,2,3 |
刊名 | CHEMISTRY-A EUROPEAN JOURNAL
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出版日期 | 2024-02-20 |
页码 | 10 |
关键词 | 6-endo ring-opening of epoxide Baldwin's rules gold-catalyzed reactions marine ladder-like poly-ethers Nakanishi hypothesis |
ISSN号 | 0947-6539 |
DOI | 10.1002/chem.202400234 |
通讯作者 | Li, Qi() |
英文摘要 | Tetrahydropyran and tetrahydropyran-fused poly-ethers scaffolds are found in many classes of natural products and medicinally relevant small molecules. Here we describe a catalytic system for 6-endo selective ring-opening of epoxides by Au(I) or Au(III) catalyst that provides rapid access to various tetrahydropyran-derived motifs. It also could efficiently construct the subunits of marine ladder-like poly-ethers through emulating the Nakanishi's hypothesis on the biosynthesis of these toxins. The synthetic utility of this method is also demonstrated in the preparation of the tricyclic core of tetrahydropyran-containing macrolide natural products lituarines A-C. |
WOS关键词 | LADDER POLYETHER SYNTHESIS ; BREVETOXIN-B ; ASYMMETRIC EPOXIDATION ; BIOMIMETIC SYNTHESIS ; LITUARINE-A ; HEMIBREVETOXIN-B ; CASCADES ; 6-ENDO ; ACTIVATION ; CYCLIZATION |
资助项目 | Science and Technology Commission of Shanghai Municipality ; National Natural Science Foundation of China (NSFC) Excellent Young Scholars Fund[21PJ1415500] ; Shanghai Pujiang Program ; Shanghai Institute of Material Medica (SIMM) |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:001167092400001 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://119.78.100.183/handle/2S10ELR8/309602] ![]() |
专题 | 中国科学院上海药物研究所 |
通讯作者 | Li, Qi |
作者单位 | 1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 2.Chinese Acad Sci, Small Mol Drug Res Ctr, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Wu, Kehuan,Kang, Kaiwen,Liu, Dan,et al. Gold-catalyzed endo-selective Ring-opening of Epoxides and its Application in Construction of Poly-ethers[J]. CHEMISTRY-A EUROPEAN JOURNAL,2024:10. |
APA | Wu, Kehuan.,Kang, Kaiwen.,Liu, Dan.,Zhang, Chiyue.,Wang, Xinyu.,...&Li, Qi.(2024).Gold-catalyzed endo-selective Ring-opening of Epoxides and its Application in Construction of Poly-ethers.CHEMISTRY-A EUROPEAN JOURNAL,10. |
MLA | Wu, Kehuan,et al."Gold-catalyzed endo-selective Ring-opening of Epoxides and its Application in Construction of Poly-ethers".CHEMISTRY-A EUROPEAN JOURNAL (2024):10. |
入库方式: OAI收割
来源:上海药物研究所
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